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Here is a chemical reaction formula: Reactants are:m3:C(C)N(CC)CC;m1:COC1=C(C=CC=C1)N=C=O;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.COC1=C(C=CC=C1)NC(O)=SCCCN1CCN(CC1)C(C1=CC=CC=C1)Cl.O.O.COC1=C(C=CC=C1)NC(O)=SCCCN1CCN(CC1)C(C1=CC=CC=C1)Cl.Cl.Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.3 g of 2-methoxyphenyl isocyanate, 3.0 g of 3-[4-(4-chlorobenzyl)piperazin--yl]propanethiol dihydrochloride, 0.9 g of triethylamine and 50 ml of methylene chloride, to give 0.9 g (20% of theory) of N-(2-methoxyphenyl)-S-{3-[4-(chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride sesquihydrate as an off-white crystalline solid, M.p. 238°-240° C. |
Here is a chemical reaction formula: Reactants are:m1:COC=1C=C(C=CC1)N=C=O;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.COC=1C=C(C=CC1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.3 g of 3-methoxyphenyl isocyanate, 3.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.9 g of triethylamine and 50 ml of methylene chloride, to give 1.35 g (32% of theory) of N-(3-methoxyphenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as an off-white crystalline solid, M.p. 238°-240° C. |
Here is a chemical reaction formula: Reactants are:m1:COC1=CC=C(C=C1)N=C=O;m3:C(C)N(CC)CC;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.COC1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 0.9 g of 4-methoxyphenyl isocyanate, 2.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.7 g of triethylamine and 50 ml of methylene chloride, to give 0.72 g (25% of theory) of N-(4-methoxyphenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride monohydrate as an off-white crystalline solid, M.p. 235°-237° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(=O)C1=CC=C(C=C1)N=C=O;m3:C(C)N(CC)CC;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C(C)(=O)C1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.0 g of 4-acetylphenyl isocyanate, 2.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.7 g of triethylamine and 50 ml of methylene chloride, to give 0.83 g (29% of theory) of N-(4-acetylphenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride monohydrate as a white crystalline solid, M.p. 235°-237° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C)OC(=O)C1=CC=C(C=C1)N=C=O;m3:C(C)N(CC)CC;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C(C)OC(=O)C1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.1 g of 4-ethoxycarbonylphenyl isocyanate, 2.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.7 g of triethylamine and 50 ml of methylene chloride, to give 0.85 g (28% of theory) of N-(4-ethoxycarbonylphenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 231°-233° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:CC1=CC=C(CN2CCNCC2)C=C1;m1_m2_m3:[OH-].[K+];m1_m2_m3:CS(=O)C;m4:BrCCCCl, Reagents are:m5:O, and Products are 0:Cl.Cl.CC1=CC=C(CN2CCN(CC2)CCCCl)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 14.0 g of 1-(4-methylbenzyl)piperazine, 8.0 g of potassium hydroxide and 125 ml of dimethyl sulfoxide was stirred for 45 minutes. 11.8 g of 1-bromo-3-chloropropane were then added, and the mixture was stirred for an additional hour. Water was added, and the product was extracted with ether, and the extract was dried (sodium sulfate) and treated with ethereal hydrochloric acid to give 23.3 g (94% of theory) of 1-(4-methylbenzyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.CC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m1:C1(=CC=CC=C1)N=C=O;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)C.O.O.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)C.Cl.Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.4 g of phenyl isocyanate, 4.0 g of 3-[4-(4-methylbenzyl)piperazin-1-yl]propanethiol dihydrochloride, 1.2 g of triethylamine and 50 ml of methylene chloride, to give 1.1 g (20% of theory) of N-phenyl-S-{3-[4-(4-methylbenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride sesquihydrate as a white crystalline solid, M.p. 255°-258° C. |
Here is a chemical reaction formula: Reactants are:m2_m3_m4:ClC1=CC=C(CN2C(CNC(C2)C)C)C=C1;m2_m3_m4:[OH-].[K+];m2_m3_m4:CS(=O)C;m1:BrCCCCl, Reagents are:m5:O, and Products are 0:ClC1=CC=C(CN2C(CN(C(C2)C)CCCCl)C)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 22.0 g g of 1-bromo-3-chloropropane were added to a mixture of 33.0 g of 4-chlorobenzyl-2,5-dimethylpiperazine, 25.0 g of potassium hydroxide and 125 ml of dimethyl sulfoxide. After stirring the solution for 3 hours at room temperature, water was added, the product was extracted with ether, and the extract was dried (magnesium sulfate) and concentrated to give 25.8 g (58% of theory) of 1-(4-chlorobenzyl)-2,5-dimethyl-4-(3-chloropropyl)piperazine as an oil, suitable for use in the next reaction. |
Here is a chemical reaction formula: Reactants are:m1:NC(=S)N;m2:ClC1=CC=C(CN2C(CN(C(C2)C)CCCCl)C)C=C1;m3:C(C)O;m4:[OH-].[Na+], Reagents are:m6:O, and Products are 0:Cl.Cl.ClC1=CC=C(CN2CC(N(CC2C)CCCS)C)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 1(b) was followed, using 12.7 g of thiourea and 26.0 g of 1-(4-chlorobenzyl)-2,5-dimethyl-4-(3-chloropropyl)piperazine in 250 ml of reagent ethanol. The hydrolysis was effected with 10.0 g of sodium hydroxide in 50 ml of water. Work-up, as described above, gave 26.5 g (83% of theory) of 3-[4-(4-chlorobenzyl)-2,5-dimethylpiperazin-1-yl]propanethiol dihydrochloride as a white crystalline solid, M.p. 168°-171° C. |
Here is a chemical reaction formula: Reactants are:m3:BrCCCCl;m2:[OH-].[K+];m1:C1(=CC=CC=C1)C(C)N1CCNCC1, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.C1(=CC=CC=C1)C(C)N1CCN(CC1)CCCCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 17(a) was followed, using 16.5 g of 1-(1-phenylethyl)piperazine, 8.0 g of potassium hydroxide, 125 ml of dimethyl sulfoxide and 9.5 g of 1-bromo-3-chloropropane. Work-up, as described above, gave 28.0 g (96% of theory) of 1-(1-phenylethyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m3:C(C)N(CC)CC;m2:Cl.Cl.C1(=CC=CC=C1)C(C)N1CCN(CC1)CCCS;m1:C1(=CC=CC=C1)N=C=O, Reagents are:m4:C(Cl)Cl, and Products are 0:O.O.Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)C(C)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.6 g of phenyl isocyanate, 4.5 g of 3-[4-(1-phenylethyl)piperazin-1-yl]propanethiol dihydrochloride, 1.3 g of triethylamine and 50 ml of methylene chloride, to give 2.1 g (38% of theory) of N-phenyl-S-{3-[4-(1-phenylethyl)piperazin-1-yl]propyl}thiocarbamate dihydrochoride dihydrate as a white crystalline solid, M.p. 227°-229° C. |
Here is a chemical reaction formula: Reactants are:m3:BrCCCCl;m2:[OH-].[K+];m1:C(CC1=CC=CC=C1)N1CCNCC1, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.C(CC1=CC=CC=C1)N1CCN(CC1)CCCCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 1(a) was followed, using 29.4 g of 1-phenethyl piperazine, 25.0 g of potassium hydroxide, 100 ml of dimethyl sulfoxide and 24.0 g of 1-bromo-3-chloropropane. Work-up, as described above, gave 32.6 g (64% of theory) of 1-phenethyl-4-(3-chloropropyl)piperazine dihydrochloride as an off-white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.C(CC1=CC=CC=C1)N1CCN(CC1)CCCS;m1:C1(=CC=CC=C1)N=C=O;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CCC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.4 g of phenyl isocyanate, 4.0 g of 3-(4-phenethylpiperazin-1-yl)propanethiol dihydrochloride, 2.4 g of triethylamine and 50 ml of methylene chloride, to give 1.9 g (35% of theory) of N-phenyl-S-[3-(4-phenethylpiperazin-1-yl)propyl]thiocarbamate dihydrochloride monohydrate as a white crystalline solid, M.p. 272°-275° C. |
Here is a chemical reaction formula: Reactants are:m1:ClC1=CC=C(CCN2CCNCC2)C=C1;m2:[OH-].[K+];m3:BrCCCCl, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.ClC1=CC=C(CCN2CCN(CC2)CCCCl)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 17(a) was followed, using 6.5 g of 1-(4-chlorophenethyl)piperazine, 6.0 g of potassium hydroxide, 125 ml of dimethyl sulfoxide and 4.6 g of 1-bromo-3-chloropropane. Work-up, as described above, gave 6.4 g (59% of theory) of 1-(4-chlorophenethyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m1:C1(=CC=CC=C1)N=C=O;m3:C(C)N(CC)CC;m2:Cl.Cl.ClC1=CC=C(CCN2CCN(CC2)CCCS)C=C1, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.6 g of phenyl isocyanate, 5.0 g of 3-[4-(4-chlorophenethyl)piperazin-1-yl]propanethiol dihydrochloride, 1.3 g of triethylamine and 50 ml of methylene chloride, to give 3.0 g (44% of theory) of N-phenyl-S-{3-[4-(4-chlorophenethyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride monohydrate as a white crystalline solid, M.p. 237°-239° C. |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.ClC1=CC=C(CCN2CCN(CC2)CCCS)C=C1;m1:C(CCC)C1=CC=C(C=C1)N=C=O;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCC)C1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.4 g of 4-n-butylphenyl isocyanate, 3.0 g of 3-[4-(4-chlorophenethyl)piperazin-1-yl]propanethiol dihydrochloride, 0.8 g of triethylamine and 50 ml of methylene chloride, to give 1.1 g (25% of theory) of N-(4-n-butylphenyl)-S-{3-[4-(4-chlorophenethyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 252°-254° C. |
Here is a chemical reaction formula: Reactants are:m3:C(C)N(CC)CC;m2:Cl.Cl.ClC1=CC=C(CCN2CCN(CC2)CCCS)C=C1;m1:COC1=CC=C(C=C1)N=C=O, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.COC1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.7 g of 4-methoxyphenyl isocyanate, 4.0 g of 3-[4-(4-chlorophenethyl)piperazin-1-yl]propanethiol dihydrochloride, 1.1 g of triethylamine and 50 ml of methylene chloride, to give 1.4 g (25% of theory) of N-(4-methoxyphenyl)-S-{3-[4-(4-chlorophenethyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 236°-238° C. |
Here is a chemical reaction formula: Reactants are:m1:COC=1C=C(C=C(C1OC)OC)N=C=O;m2:Cl.Cl.ClC1=CC=C(CCN2CCN(CC2)CCCS)C=C1;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.COC=1C=C(C=C(C1OC)OC)NC(O)=SCCCN1CCN(CC1)CCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 2.5 g of 3,4,5-trimethoxyphenyl isocyanate, 4.4 g of 3-[4-(4-chlorophenethyl)piperazin-1-yl]propanethiol dihydrochloride, 1.2 g of triethylamine and 50 ml of methylene chloride, to give 1.6 g (23% of theory) of N-(3,4,5-trimethoxyphenyl)-S-{3-[4-(4-chlorophenethyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 239°-241° C. |
Here is a chemical reaction formula: Reactants are:m3:BrCCCCl;m2:[OH-].[K+];m1:C1(=CC=CC=C1)CCCN1CCNCC1, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.C1(=CC=CC=C1)CCCN1CCN(CC1)CCCCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 17(a) was followed, using 36.0 g of (3-phenylpropyl)piperazine, 25.0 g of potassium hydroxide, 125 ml of dimethyl sulfoxide and 28.0 g of 1-bromo-3-chloropropane, to give 46.0 g (73% of theory) of 1-(3-phenylpropyl)-4-(3-chloropropyl)piperazine dihydrochloride. |
Here is a chemical reaction formula: Reactants are:m1:C1(=CC=CC=C1)N=C=O;m3:C(C)N(CC)CC;m2:Cl.Cl.C1(=CC=CC=C1)CCCN1CCN(CC1)CCCS, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CCCC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.2 g of phenyl isocyanate, 4.0 g of 3-[4-(3-phenylpropyl)piperazin-1-yl]propanethiol dihydrochloride, 2.2 g of triethylamine and 50 ml of methylene chloride, to give 2.1 g (41% of theory) of N-phenyl-S-{3-[4-(3-phenylpropyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride monohydrate as a white crystalline solid, M.p. 240°-243° C. |
Here is a chemical reaction formula: Reactants are:m2:[OH-].[K+];m3:BrCCCCl;m1:ClC1=CC=C(C=C1)CCCN1CCNCC1, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.ClC1=CC=C(C=C1)CCCN1CCN(CC1)CCCCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 17(a) was followed, using 27.0 g of 3-(4-chlorophenyl)propyl piperazine, 22.0 g of potassium hydroxide, 250 ml of dimethyl sulfoxide and 17.7 g of 1-bromo-3-chloropropane to give 22.9 g (54% of theory) of 1-[3-(4-chlorophenyl)propyl]-4-(3-chloropropyl)piperazine dihydrochloride. |
Here is a chemical reaction formula: Reactants are:m3:C(C)N(CC)CC;m1:C(CCC)C1=CC=C(C=C1)N=C=O;m2:Cl.Cl.ClC1=CC=C(C=C1)CCCN1CCN(CC1)CCCS, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCC)C1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CCCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 2.5 g of 4-n-butylphenyl isocyanate, 5.0 g of 3-{4-[3-(4-chlorophenyl)propyl]piperazin-1-yl}propanethiol dihydrochloride, 1.4 g of triethylamine and 50 ml of methylene chloride, to give 2.7 g (34% of theory) of N-(4-n-butylphenyl-S-{3-[4-[3-(4-chlorophenyl)propyl]piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, m.p. 270°-272° C. |
Here is a chemical reaction formula: Reactants are:m2:[OH-].[K+];m1:FC1=CC=C(CN2CCNCC2)C=C1;m3:BrCCCCl, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.FC1=CC=C(CN2CCN(CC2)CCCCl)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 1(a) was followed, using 32.8 g of 1-(4-fluorobenzyl)piperazine, 30.0 g of potassium hydroxide, 100 ml of dimethyl sulfoxide and 27.0 g of 1-bromo-3-chloropropane. Work-up, as described above, gave 35.2 g (61% of theory) of 1-(4-fluorobenzyl)-4-(3-chloropropyl) piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C1(=CC=CC=C1)N=C=O;m1_m2_m3:FC1=CC=C(C=C1)N1CCN(CC1)CCCS;m1_m2_m3:C(Cl)Cl;m4:C(Cl)Cl, Reagents are:, and Products are 0:Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)C1=CC=C(C=C1)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1.2 g of phenyl isocyanate was added to a solution of 2.5 g of 3-[4-(4-fluorophenyl)piperazin-1-yl]propanethiol in 75 ml of methylene chloride, and the mixture was refluxed for four hours. After the further addition of 100 ml of methylene chloride the solution was washed with water, dried (sodium sulfate) and concentrated. The salt was precipitated with ethereal hydrochloric acid and recrystallized from aqueous ethanol to give 1.35 g (33% of theory) of N-phenyl-S-{3-[4-(4-fluorophenyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 250°-252° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:ClC1=CC=C(CN2CCNCC2)C=C1;m1_m2_m3:BrCCCl, Reagents are:m1_m2_m3:O1CCCC1, and Products are 0:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCl)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 15.0 g of 1-(4-chlorobenzyl)piperazine, 14.4 g of 1-bromo-2-chloroethane and 150 ml of tetrahydrofuran was refluxed for 8 hours. The solvent was removed in vacuo, and 2N sodium hydroxide was added to the residue. The product was extracted with methylene chloride, and the extract was dried (sodium sulfate) and concentrated. The salt was precipitated with ethereal hydrochloric acid to give 13.8 g (56% of theory) of 1-(4-chlorobenzyl)-4-(2-chloroethyl)piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m2:ClC1=CC=C(CN2CCN(CC2)CCS)C=C1;m1:C1(=CC=CC=C1)N=C=O, Reagents are:m3:C(Cl)Cl, and Products are 0:Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 35 was followed, using 1.3 g of phenyl isocyanate, 3.0 g of 2-[4-(4-chlorobenzyl)piperazin-1-yl]ethanethiol and 100 ml of methylene chloride, to give 2.2 g (43% of theory) of N-phenyl-S-{2-[4-(4-chlorobenzyl)piperazin-1-yl]ethyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 232°-236° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m1:C1(CCCCC1)N=C=O;m2:ClC1=CC=C(CCN2CCN(CC2)CCCS)C=C1, Reagents are:m3:C(Cl)Cl, and Products are 0:Cl.Cl.C1(CCCCC1)NC(O)=SCCCN1CCN(CC1)CCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 35 was followed, using 1.7 g of cyclohexyl isocyanate, 4.0 g of 3-[4-(4-chlorophenethyl)piperazin-1-yl]propanethiol and 100 ml of methylene chloride, to give 3.8 g (58% of theory) of N-cyclohexyl-S-{3-[4-(4-chlorophenethyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 262°-267° C. |
Here is a chemical reaction formula: Reactants are:m1:COC1=CC=C(C=C1)N=C=O;m2:ClC1=CC=C(C=C1)CCCN1CCN(CC1)CCCS, Reagents are:, and Products are 0:O.Cl.Cl.COC1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CCCC1=CC=C(C=C1)Cl.COC1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CCCC1=CC=C(C=C1)Cl.Cl.Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 35 was followed, using 2.0 g of 4-methoxyphenyl isocyanate, 4.0 g of 3-{4-[3-(4-chlorophenyl)propyl]piperazin-1-yl}propanethiol and 100 ml of methylene chlorine to give 3.4 g (48% of theory) of N-(4-methoxyphenyl)-S-{3-[4-[3-(4-chlorophenyl)propyl]piperazin-1-yl]propyl}thiocarbamate dihydrochloride hemihydrate as a white crystalline solid, M.p. 240°-244° C. |
Here is a chemical reaction formula: Reactants are:m2:ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m1:C(CCCCC)N=C=O, Reagents are:m3:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCCCC)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 35 was followed, using 1.4 g of n-hexyl isocyanate, 3.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol and 100 ml of methylene chloride, to give 2.7 g (51% of theory) of N-(n-hexyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 249°-252° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m3:[OH-].[K+];m1:ClC1=CC=C(C=C1)CCCCN1CCNCC1;m2:BrCCCCl, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.ClC1=CC=C(C=C1)CCCCN1CCN(CC1)CCCCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 1(a) was followed, using 10.0 g of 4-(4-chlorophenyl)butyl piperazine, 47.2 g of 1-bromo-3-chloropropane, 150 ml of dimethyl sulfoxide and 11.2 g of potassium hydroxide, to give 10.0 g (82% of theory) of 1-[4-(4-chlorophenyl)butyl]-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid, M.p. 266°-268° C. |
Here is a chemical reaction formula: Reactants are:m2:ClC1=CC=C(C=C1)CCCCN1CCN(CC1)CCCS;m1:C(CCCCC)N=C=O, Reagents are:m3:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCCCC)NC(O)=SCCCN1CCN(CC1)CCCCC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.0 g of n-hexyl isocyanate, 2.6 g of 3-{4-[4-(4-chlorophenyl)butyl]piperazin-1-yl}propanethiol and 25 ml of methylene chloride, to give 1.4 g (32% of theory) of N-(n-hexyl)-S-{3-[4-[4-(4-chlorophenyl)butyl]piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 235°-245° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m1:C(CCCCC)N=C=O;m2:Cl.Cl.C(C=CC1=CC=CC=C1)N1CCN(CC1)CCCS;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCCCC)NC(O)=SCCCN1CCN(CC1)CC=CC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 0.4 g of n-hexyl isocyanate, 1.0 g of 3-(4-cinnamylpiperazin-1-yl)propanethiol dihydrochloride, 0.6 g of triethylamine and 50 ml of methylene chloride, to give 0.44 g (31% of theory) of N-(n-hexyl)-S-[3-(4-cinnamylpiperazin-1-yl)propyl]thiocarbamate dihydrochloride as a white crystalline solid, M.p. 251°-253° C. |
Here is a chemical reaction formula: Reactants are:m2:ClC1=CC=C(CN2CCN(CCC2)CCCS)C=C1;m1:C(CCCCC)N=C=O, Reagents are:m3:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCCCC)NC(O)=SCCCN1CCN(CCC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.3 g of n-hexyl isocyanate, 3.0 g of 3-[4-(4-chlorobenzyl)homopiperazin-1-yl]propanethiol and 75 ml of methylene chloride, to give 1.3 g (33% of theory) of N-(n-hexyl)-S-{3-[4-(4-chlorobenzyl)homopiperazin-1-yl]propyl}thiocarbamate dihydrochloride as a tan powder, M.p. 183°-187° C. |
Here is a chemical reaction formula: Reactants are:m3:C(C)N(CC)CC;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m1:C(C)(C)(C)N=C=O, Reagents are:m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C(C)(C)(C)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl.O.O.C(C)(C)(C)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl.Cl.Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 0.8 g of t-butyl isocyanate, 3.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 1.6 g of triethylamine and 75 ml of methylene chloride, to give 2.2 g (60% of theory) of N-(t-butyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride sesquihydrate as a white crystalline solid, M.p. 246°-248° C. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2:NC=1NC(NC(C1NC(C1=C(C=C(C=C1)SC)OC)=O)=O)=O;m1_m3_m2:[OH-].[Na+], Reagents are:m1_m3_m2:C(C)O, and Products are 0:COC1=C(C=CC(=C1)SC)C1=NC2=NC(NC(C2=N1)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Two grams of 4-amino-5-(2-methoxy-4-methylmercapto-benzoylamino)-pyrimidin-2,6-dione are refluxed for 21 hours with 50 ml of ethanol and 50 ml of 2N sodium hydroxide solution. After about 15 minutes, a solution is formed. After cooling, the solution is suction filtered with glacial acetic acid, washed with water, and dried at 70° C. in a circulating air drier. The crude product thus obtained is purified by chromatography on silica gel [eluant: methylene chloride/ethanol (19:1, 9:1, 4:1 and ethanol)]. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=CC=CC=C1)(=O)NC(=O)NC1CCN(CC1)CC1=CC(=CC=C1)[N+](=O)[O-];m3_m2:[H][H], Reagents are:m3_m2:[Pd], and Products are 0:C(C1=CC=CC=C1)(=O)NC(=O)NC1CCN(CC1)CC1=CC(=CC=C1)N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1-Benzoyl-3-[1-(3-nitrobenzyl)piperid-4-yl]urea 4.47 g (from Example 13) was hydrogenated with 5% Pd/C (0.5 g) at atmospheric pressure and room temperature until no more hydrogen was taken up. The catalyst was filtered and the filtrate evaporated. The residue was dissolved in water and basified with 0.880 ammonia. The precipitated solid was filtered, washed well with water, dried, treated with charcoal, and evaporated to give the title compound, (1.9 gms). This was recrystallised from ethanolic HCl to give the dihydrochloride salt, monohydrate, m.p. 194°-195° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=CC=CC=C1)(=O)NC(=O)NC1CCN(CC1)CC1=CC2=CC=CC=C2C=C1, Reagents are:m2:[OH-].[Na+], and Products are 0:C1=C(C=CC2=CC=CC=C12)CN1CCC(CC1)NC(=O)N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1-Benzoyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]urea (prepared acccording to Example 1) is hydrolysed by refluxing in 2N sodium hydroxide to give [1-(naphth-2-ylmethyl)piperid-4-yl]urea(m.p. 183°-5° C.). The product is acylated by reaction with 4-methoxybenzoyl chloride to give the title compound, m.p. of HCL, quarterhydrate=193°-193.5° C.). |
Here is a chemical reaction formula: Reactants are:m2:C(C1=CC=CC=C1)(=O)Cl;m1:CNC(=O)NC1CCN(CC1)CC1=CC2=CC=CC=C2C=C1;m3:N1=CC=CC=C1, Reagents are:m4:C1(=CC=CC=C1)C, and Products are 0:C(C1=CC=CC=C1)(=O)N(C(=O)NC1CCN(CC1)CC1=CC2=CC=CC=C2C=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1-Methyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]urea (1.4 g.) (prepared by reacting 4-amino-1-(naphth-2-ylmethyl)piperidine with methyl isocyanate) in toluene (30 cm3) was acylated using benzoyl chloride (0.92 g) in presence of pyridine (0.6 g) to give the title compound: m.p. of HCl, hemihydrate salt =164°-166° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m4:NC1CCN(CC1)CC1=CC2=CC=CC=C2C=C1;m1_m2_m4:O1C(=CC=C1)C(=O)NC(=O)N;m1_m2_m4:N1=CC=CC=C1;m3:O, Reagents are:, and Products are 0:C1=C(C=CC2=CC=CC=C12)CN1CCC(CC1)NC(=O)C1=C(OC=C1)C(=O)N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 4-Amino-1-(naphth-2-ylmethyl)piperidine (1.2 g, 0.005 m) and 2-furoylurea (0.7 g) in pyridine (5 ml) was refluxed for 6 hours, then cooled. Water was added and the precipitate collected by filtration. The solid was dissolved in chloroform with a little methanol and filtered. The solvent was removed under reduced pressure and the residue was purified by medium pressure liquiD chromatography on silica using CHCl3 : MeOH (9:1 v/v) as eluent. The isolated product (1st component eluted) was dissolved in ethyl acetate and acidified with ethanolic HCl to give a precipitate. This was filtered and dried to give 0.3 g of the title compound as the HCl, 3/4H2O salt, mp. 157°-159° C. |
Here is a chemical reaction formula: Reactants are:m1_m2:[Na];m1_m2:N;m4:N;m3:C1=C(C=CC2=CC=CC=C12)CN1CCC(CC1)NC(=O)N;m6:N;m5:N1=C(C=CC=C1)C(=O)OCC, Reagents are:, and Products are 0:N1=C(C=CC=C1)C(=O)NC(=O)NC1CCN(CC1)CC1=CC2=CC=CC=C2C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Sodium (0.1 g, 4.35 mmol) in liquid ammonia (100-150 cm3) was stirred until the blue colour was discharged. A bomb was charged with [1-(Naphth-2-yl-methyl)piperid-4-yl]urea (0.83 g, 2.93 mmol) and the liquid ammonia solution was added. The mixture was stirred at room temperature for 2 days then the bomb was cooled to -78° C., and ethyl picolinate (0.6 g, 3.97 mmol) was added. Stirring was continued for 3 hours at room temperature then the ammonia was allowed to evaporate and the gummy residue triturated with water then ethyl acetate. The ethyl acetate suspension was filtered to give recovered [1-(naphth-2-ylmethyl)piperid-4-yl]urea (0.33 g). The filtrate was evaporated and the residue chromatographed on silica eluting with chloroform then chloroform: ethyl acetate 4:1 to give the title compound (0.37 g). |
Here is a chemical reaction formula: Reactants are:m2:Br.C1(=CC=CC=C1)[PH+](C1=CC=CC=C1)C1=CC=CC=C1;m1_m3:CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/CO)/C)/C, Reagents are:m1_m3:C1(=CC=CC=C1)C, and Products are 0:[Br-].C1(=CC=CC=C1)[PH+](C1=CC=CC=C1)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Retinol (2 g, 7 mmol) is dissolved in 50 ml of toluene and 2.4 g (7 mmol) of triphenylphosphonium hydrobromide is added. The mixture is stirred for 18 hours at room temperature and 2 hours at 60° C., then cooled and the toluene separated. The viscous sediment is digested four times with 25 ml of dry toluene. The final sediment is dissolved in 100 ml of methylene chloride. The solution is evaporated under reduced pressure and dried in vacuo to give retinyl triphenyl phosphonium bromide. This substance is dissolved in 40 ml of DMF and the resulting solution is cooled to -10° C. and 0.3 g of NaH, (50% dispersion in oil) is added carefully. The mixture is stirred for 2 hours and 4 g (0.07 mol) of acetone is added dropwise. After two hours at -10° C., the reaction mixture is stirred at room temperature for 18 hours and poured into 600 ml of ice-H2O mixture. The mixture is extracted several times with hexane. The combined organic layers are washed with a mixture of methanol-H2O (3:2, v/v) and brine, dried (Na2SO4), and evaporation of solvent under reduced pressure affords the crude product. Purification of the crude product with a dry column (hexane:petroleum ether, 1:1) gives 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene. |
Here is a chemical reaction formula: Reactants are:m1_m3:C(C)OC(C(=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C)=O;m2:[H-].[H-].[H-].[H-].[Li+].[Al+3], Reagents are:m1_m3:C1CCOC1, and Products are 0:CC(CO)=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenoic acid ethyl ester (1.85 g, 5 mmol) in 25 ml of anhydrous THF is cooled to -10° C. and 0.19 g (5 mmol) of LAH is added in portions. The resulting mixture is stirred for 4 hours and quenched carefully with 0.4 ml of water. The mixture is suction-filtered and the residue thoroughly washed with ether. The combined filtrate and washings are dried (MgSO4) and evaporated under reduced pressure to give the crude product. Purification by HPLC (4% ethylacetate in hexane on silica gel column) gives the pure desired product. |
Here is a chemical reaction formula: Reactants are:m1_m2_m4:CC(CO)=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C;m1_m2_m4:N1=CC=CC=C1;m3_m5:C(C)(=O)Cl, Reagents are:m6:CCOCC;m1_m2_m4:C(Cl)Cl;m3_m5:C(Cl)Cl, and Products are 0:C(C)(=O)OCC(=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene-1-ol (1.6 g, 5 mmol) and pyridine (9.6 ml, 7.3 mmol) in 15 ml of anhydrous methylene chloride is stirred in an ice bath and a solution of acetyl chloride (0.37 ml, 5.25 mmol) in 5 ml of anhydrous methylene chloride is added dropwise. The mixture is stirred at 0° C. for 11/2 hours and at room temperature for 30 minutes and then taken up in 250 ml of ether. The solution is washed with ice cold 5% aqueous sodium bicarbonate and water, dried (MgSO4) and evaporated to give the crude product; recrystallization from ethanol affords the titled compound. |
Here is a chemical reaction formula: Reactants are:m1_m3_m4_m2:C(C)(=O)OCC(=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C;m1_m3_m4_m2:[S-]C1=CC=CC=C1.[Na+], Reagents are:m5:C(C)OCC;m1_m3_m4_m2:C1CCOC1;m1_m3_m4_m2:CN(C)P(=O)(N(C)C)N(C)C, and Products are 0:C1(=CC=CC=C1)SCC(=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of 1.85 g (5 mmol) of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate in 25 ml of anhydrous THF and 8 ml of HMPA is added in portions 0.68 g (5.2 mmol) of sodium thiophenoxide. The resulting mixture is stirred at room temperature for 18 hours and then taken up in 250 ml of diethyl ether. The solution is washed with saturated aqueous NH4Cl and water, dried annd evaporated in vacuo to give an oil. Purification on a silica gel dry column gives the desired product. |
Here is a chemical reaction formula: Reactants are:m1_m2_m4:CC(CO)=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C;m1_m2_m4:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m3:BrN1C(CCC1=O)=O, Reagents are:m1_m2_m4:C1CCOC1, and Products are 0:CNCC(=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene-1-ol (3.2 g, 10 mmol) and triphenylphosphine (2.88 g, 11 mmol) in 20 ml of THF is stirred in an ice bath and 1.78 g (10 mmol) of N-bromosuccinimide is added in small portions over a period of one hour. After addition, the cooling bath is removed and the temperature of the reaction mixture is allowed to rise slowly to room temperature. The mixture is concentrated in vacuo and then diluted with a mixture of ether/petroleum ether. After sitting in refrigerator for several hours, white crystals of triphenylphosphine oxide occur, which is collected by filtration. The filtrate is concentrated and dissolved in 10 ml of dry DMF. To this solution is added 2 g of triethylamine and 0.68 g of methylamine hydrochloride. The resulting mixture is stirred at room temperature for 18 hours and poured into 500 ml of ice-water. The crude product is extracted into ethylacetate and washed with water. After drying over magnesium sulfate, the solvent is removed in vacuo to give the crude product as an oil. This substance is purified on HPLC (2% ethyl acetate in hexane, silica gel column) to give 1-methylamino-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene. |
Here is a chemical reaction formula: Reactants are:m5:C(=O)(O)[O-].[Na+];m1_m2_m3_m6_m4_m7:CC(CO)=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C;m1_m2_m3_m6_m4_m7:C(OC)(OC)OC;m1_m2_m3_m6_m4_m7:CO;m1_m2_m3_m6_m4_m7:FC(C(=O)O)(F)F, Reagents are:m1_m2_m3_m6_m4_m7:C1CCOC1;m1_m2_m3_m6_m4_m7:C1CCOC1, and Products are 0:COCC(=CC=C(C=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene-1-ol (1.6 g, 5 mmol), 106 g (10 mmol) of trimethyl orthoformate and 160 mg (5 mmol) of dry methanol in 5 ml of dry THF is added dropwise a solution of 40 μL of trifluoroacetic acid in 1 ml of dry THF over a 1 minute period at room temperature. After overnight standing, the reaction mixture is poured into cold aqueous 5% NaHCO3 and extracted with chloroform three times. The combined organic extract is washed with water, dried over Na2SO4 and evaporated in vacuo to give a residue, which is purified by HPLC (4% ether in hexane, silica gel column) to afford of 1-methoxy-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene as an oil. |
Here is a chemical reaction formula: Reactants are:m5_m6:O1CCCC1;m5_m6:[PH2](=O)O;m3_m4:C1(=CC=CC=C1)[Se][Se]C1=CC=CC=C1;m3_m4:O1CCCC1;m2:C1(=CC=CC=C1)C(C[Se]CC(C1=CC=CC=C1)N)N, Reagents are:m7:CCOCC, and Products are 0:C1(=CC=CC=C1)C(C[Se]CC(C1=CC=CC=C1)N)N;0:[SeH-]=[Se], please give me the reaction condition of this formula. | The condition of this chemical reaction is: A preferred compound is phenyl-2-aminoethyl selenide and salts thereof. Phenyl-2-aminoethyl selenide (PAESe) was synthesized by employing the following procedure. Diphenyl diselenide, 24.707 g (79.16 mmol) was dissolved into 100 ml of tetrahydrofuran (THF) with steam heating. To the intensely dark red THF solution was added 9.84 ml (95 mmol, 1.2 eq.) of 50% hypophosphorous acid and the reaction was refluxed under argon for 6 hours, cooled, and diluted with 200 ml of Et2O and washed with 200 ml of 0.127M NaOAc buffer pH 5.0 to remove the phosphoric acid by-product. Both the Et2O and the buffer were deoxygenated by bubbling argon through fritted glass for over 1 hour in order to prevent reoxidation of phenylselenol to diphenyl diselenide. The washed organic phase was then concentrated to yield a yellow oil (diselenide contaminant) with residual salt-containing water pockets. The crude product was pumped down to remove residual solvent prior to distillation, which yielded the desired phenylselenol (12.6 g, 51% yield). pNMR (CDCl3) (s, 1H) 1.54 d (m, 5H) 7.35 d. Yields as high as 70% have been obtained for this reaction. |
Here is a chemical reaction formula: Reactants are:m1_m2_m4:ClCC1=C2C(CC2)=CC=C1;m1_m2_m4:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m3:C(C)OCC, Reagents are:m1_m2_m4:C(Cl)(Cl)Cl, and Products are 0:[Cl-].C1(=CC=CC=C1)[P+](CC1=CC2=C(C=C2)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 4-chloromethylbenzocyclobutene (24.4 g, 160 mmol) and triphenylphosphine (41.9 g, 160 mmol) in 120 ml of chloroform was heated at reflux for 24 h. Addition of diethyl ether followed by filtration gave tripheny(4-benzocyclobutenyl)methyl phosphonium chloride as a white powder: 1H NMR (CDCl3) δ3.03 (m, 4H), 5.36 (d, 2H), 6.82 (m, 3H), 7.6-7.8 (m, 15H). To a solution of the phosphonium salt in 500 ml of 37% formaldehyde in water was added dropwise 75 ml of 50% aqueous sodium hydroxide. The mixture was stirred at ambient temperature for 2 h and then extracted with diethyl ether. The ether extract was washed with brine and dried over magnesium sulfate. Fractional distillation gave 14.5 g of 90% pure 4-vinylbenzocyclobutene: bp 63°-66° C. (6 torr); 1H NMR (CDCl3) δ3.11 (s, 4 H), 5.11 (d, 1H), 5.63 (d, 1H), 6.66 (dd, 1H), 6.95 (d, 1H), 7.10 (s, 1H), 7.18 (d, 1H); 13C NMR (CDCl3) δ29.29, 29.44, 112.27, 119.87, 122.52, 125.70, 136.72, 137.97, 146.66, 146.01. ##STR6## |
Here is a chemical reaction formula: Reactants are:m3_m4_m5:NC(=O)N;m3_m4_m5:S(O)(O)(=O)=O;m3_m4_m5:NC(=O)N.S(O)(O)(=O)=O;m1_m6_m2:ClCCCC;m1_m6_m2:NC(=O)N.S(O)(O)(=O)=O;m1_m6_m2:C1=CC=CC=C1, Reagents are:, and Products are 0:C(CCC)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Normal-butylbenzene is prepared by heating equal molar amounts of 1-chlorobutane and benzene in a molten urea-sulfuric acid component containing 42.6 weight percent urea and 75.4 weight percent sulfuric acid having a urea/sulfuric acid molar ratio of 1.2 at a temperature of 140° F. and a pressure of 100 psig. for a period of 10 minutes. The n-butylbenzene product is recovered by cooling the reaction mixture to solidify the urea-sulfuric acid component melt and extracting the resulting mixture with toluene. The n-butylbenzene product is removed from the toluene solvent by distilling the solvent, and the urea-sulfuric acid component is re-melted and recycled to the process. |
Here is a chemical reaction formula: Reactants are:m3:Cl;m1_m2:ClC1(CC(O1)=O)CCl;m1_m2:Cl.NC(=N)N, Reagents are:m4:O, and Products are 0:NC1=NC(=CC(=N1)CCl)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 620 parts of 4-chloro-4-chloromethyloxetan-2-one and 440 parts of guanidine hydrochloride were charged to a reaction flask and the mixture was stirred and heated under nitrogen purge as the bath temperature was gradually raised to 120° C. When the bath temperature approached 100° C., reaction commenced accompanied by evolution of hydrogen chloride. When the initial reaction subsided after a few minutes the bath temperature was raised to 130° C. and held until the reaction ceased as indicated by cessation of gassing (about 1 hour). The reaction mixture was allowed to cool about 60° C. and 1750 parts of water was added to the syrup. The solution was extracted with 500 parts of ethyl acetate and the extract was discarded. The aqueous phase was treated with decolourising charcoal, filtered and the pH was adjusted to pH 8 by the addition of saturated aqueous sodium bicarbonate solution. The precipitated solid was filtered, washed with water and dried to constant weight at 80° C. in a vacuum oven to give 2-amino-4-chloromethyl-6-hydroxypyrimidine, m.p. 195°-197° C. |
Here is a chemical reaction formula: Reactants are:m1_m2:ClC1(CC(O1)=O)CC(Cl)(Cl)Cl;m1_m2:Cl.NC(=N)N;m3:Cl, Reagents are:, and Products are 0:NC1=NC(=CC(=N1)C=C(Cl)Cl)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 119 Parts of 4-chloro-4-(2,2,2-trichloroethyl)-oxetan-2-one and 95.5 parts of guanidine hydrochloride were charged to a reaction flask and heated in an oil bath at 140° C. for 15 minutes. The solid dissolved and HCl gas was evolved. The oil bath temperature was raised to 160° C. and heating was continued for a further 45 minutes. The heat was removed and the reaction mass was stirred until cool and solidified. The solid was stirred with 250 parts of ethyl acetate and filtered. The filtrate was discarded and the solid dissolved in 1000 parts of hot water, treated with charcoal and filtered. The aqueous solution was cooled and neutralised by the addition of saturated sodium acetate solution. The precipitated solid was filtered and washed with water. This crude product was then dissolved in 550 parts of concentrated hydrochloric acid, diluted with 800 parts of water and stirred with 5 parts of charcoal for 20 minutes. The solution was filtered and the product precipitated by the addition of saturated sodium acetate solution to pH 6. The solid was filtered, washed with water and dried in a vacuum oven at 110° C. to give 2-amino-4-(2,2-dichloro-vinyl)-6-hydroxypyrimidine m.p. 245°-248° C. (decomposition). |
Here is a chemical reaction formula: Reactants are:m1_m2:NC1=NC(=CC(=N1)CCl)O;m1_m2:P(=O)(Cl)(Cl)Cl, Reagents are:, and Products are 0:NC1=NC(=CC(=N1)Cl)CCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 47.9 Parts of 2-amino-4-chloromethyl-6-hydroxypyrimidine was added portionwise to 410 parts of phosphorus oxychloride with stirring. The mixture was placed in an oil bath at 130° C. and stirred until all the solid had dissolved and then for a further 10 minutes. The solution was cooled and the excess of phosphorus oxychloride was removed in vacuo. The residual viscous oil was poured onto 300 parts of ice with stirring and the pH of the resulting mixture was adjusted to pH 8 by the portionwise addition of solid sodium bicarbonate. The mixture was extracted four times with diethyl ether. The ether extracts were combined, dried over anhydrous magnesium sulphate and evaporated to give a pale-yellow solid. Recrystallisation from carbon tetrachloride gave pure 2-amino-4-chloro-6-chloromethylpyrimidine m.p. 126°-128° C. |
Here is a chemical reaction formula: Reactants are:m1_m2:NC1=NC(=CC(=N1)C=C(Cl)Cl)O;m1_m2:P(=O)(Cl)(Cl)Cl, Reagents are:, and Products are 0:NC1=NC(=CC(=N1)Cl)C=C(Cl)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 10 Parts of 2-amino-4-(2,2-dichlorovinyl)-6-hydroxypyrimidine and 66 parts of phosphorus oxychloride were heated together under reflux for 1 hour with stirring. The solution was cooled and excess phosphorus oxychloride was removed in vacuo on a rotary evaporator. The residual viscous oil was poured onto ice, with stirring. Solid sodium bicarbonate was added portionwise until the solution had pH 7-8. The precipitated solid was filtered, washed with water and dried. Recrystallisation from aqueous methanol gave 2-amino-4-chloro-6-(2,2-dichlorovinyl)pyrimidine m.p. 119°-120° C. |
Here is a chemical reaction formula: Reactants are:m3_m5:[Na];m1_m4:NC1=NC(=CC(=N1)Cl)C=C(Cl)Cl;m2:C[O-].[Na+], Reagents are:m3_m5:CO;m1_m4:CO, and Products are 0:NC1=NC(=CC(=N1)C=C(Cl)Cl)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 22.0 Parts of 2-amino-4-chloro-6-(2,2-dichlorovinyl)pyrimidine was dissolved in 500 parts of dry methanol and stirred whilst a solution of sodium methoxide, prepared by dissolving 4.6 parts of sodium in 200 parts of dry methanol, was added dropwise, over 30 minutes at ambient temperature. The resulting solution was stirred for 4 hours by which time all the starting material had been consumed. The product was precipitated by the addition of water, filtered and dried. The solid obtained was purified by chromatography on silica using diethyl ether as eluent. Final purification was effected by recrystallisation from carbon tetrachloride to give 2-amino-4-(2,2-dichlorovinyl)-6-methoxypyrimidine m.p. 90°-91° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m5:Cl.CNC;m1_m2_m5:[Na];m3_m4:NC1=NC(=CC(=N1)Cl)CCl, Reagents are:m1_m2_m5:CO;m3_m4:CO, and Products are 0:NC1=NC(=CC(=N1)CCl)N(C)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 8.1 Parts of dimethylamine hydrochloride was added to a solution of 2.3 parts of sodium in 20 parts of methanol. The resulting mixture was added dropwise with stirring over about 10 minutes to a solution of 9.9 parts of 2-amino-4-chloro-6-chloromethylpyrimidine in 50 parts of methanol. The reaction was monitored by TLC and when reaction was complete the solvent was evaporated and the residue stirred with about 20 parts of water. The solid obtained was filtered and dried. The product was purified by chromatography on silica, eluted with ethyl acetate, followed by sublimation at 110° C./0.04 mb to give 2-amino-4-chloromethyl-6-dimethylaminopyrimidine m.p. 127°-129° C. |
Here is a chemical reaction formula: Reactants are:m4_m5:[Na];m1_m2_m3:NC1=NC(=CC(=N1)F)CF;m1_m2_m3:CS;m1_m2_m3:O1CCCC1, Reagents are:m4_m5:CO, and Products are 0:NC1=NC(=CC(=N1)CF)SC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 1.0 part of 2-amino-4-fluoro-6-fluoromethylpyrimidine, 3.0 parts of methanethiol and 50 parts of dry tetrahydrofuran was stirred at 5° C. whilst a solution of 0.16 parts of sodium in 20 parts of dry methanol was added dropwise. The temperature was kept below 10° C. with ice-bath cooling. When the addition was complete, stirring was continued for 1 hour. The resulting solution was evaporated and the residue was diluted with water and extracted three times with 50 parts of ether. The ethereal solutions were combined and dried (MgSO4). The solvent was evaporated and the crude product was purified by recrystallisation from carbon tetrachloride to give 2-amino-4-fluoromethyl-6-methylthiopyrimidine m.p. 95°-97° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:NC1=NC(=CC(=N1)Cl)CCl;m1_m2_m3:CC(C)([O-])C.[K+];m1_m2_m3:C(CCC)O, Reagents are:, and Products are 0:NC1=NC(=CC(=N1)OCCCC)CCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 3,56 Parts of 2-amino-4-chloro-6-chloromethylpyrimidine and 2.24 parts of potassium t-butoxide were dissolved in 60 parts of n-butanol at room temperature then the solution was heated at 50° C. for 2 hours, with stirring. After this time, the solution was cooled and evaporated in vacuo. The residue was partitioned between ethyl acetate and water and the organic phase was separated and washed three times with water then dried (MgSO4). Evaporation of the solvent gave the crude product which was purified by chromatography on silica (Merck Kieselgel 60) eluted with ether to give 2-amino-4-n-butoxy-6-chloromethylpyrmidine as an oil. |
Here is a chemical reaction formula: Reactants are:m1_m2:NC1=NC(=CC(=N1)Cl)CCl;m1_m2:C(C=C)NCC=C, Reagents are:, and Products are 0:NC1=NC(=CC(=N1)CCl)N(CC=C)CC=C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 3.56 Parts of 2-amino-4-chloro-6-chloromethylpyrimidine and 3.9 parts of diallylamine were reacted together according to the method of Example 15 to give 2-amino-4-chloromethyl-6-diallylaminopyrimidine m.p. 53°-55° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:NC1=NC(=CC(=N1)Cl)CCl, Reagents are:m1_m2_m3:C(C)OCC;m1_m2_m3:Cl, and Products are 0:Cl.NC1=NC(=CC(=N1)Cl)CCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 3.56 Parts of 2-amino-4-chloro-6-chloromethylpyrimidine was dissolved in 53 parts of dry diethyl ether and dry hydrogen chloride was bubbled through the solution, with stirring, until no further solid precipitated the solid was filtered, washed with ether and dried in vacuo. Recrystallisation from acetone gave 2-amino-4-chloro-6-chloromethyl-pyrimidine hydrochloride m.p. 145°-150° C. (decomposition). |
Here is a chemical reaction formula: Reactants are:m4_m5:[Na];m4_m5:FC(CO)(F)F;m3_m6:NC1=NC(=CC(=N1)Cl)CCl;m3_m6:FC(CO)(F)F;m2:[Na];m1_m7:[Na];m1_m7:FC(CO)(F)F, Reagents are:, and Products are 0:NC1=NC(=CC(=N1)CCl)OCC(F)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 0.23 Parts of sodium metal was added to 10 parts of 2,2,2-trifluoroethanol with stirring and ice-bath cooling. The mixture was then stirred for several hours at room temperature until the sodium dissolved. This solution was added dropwise, over 30 minutes, to a stirred suspension of 1.78 parts of 2-amino-4-chloro-6-chloromethyl-pyrimidine in 25 parts of 2,2,2-trifluoro-ethanol and the resulting mixture was stirred at 60° C. for 18 hours. A further 0.1 parts of sodium was dissolved in 10 parts of 2,2,2-trifluoroethanol and added to the reaction mixture. Stirring at 60° C. was continued for a further 24 hours then the reaction mixture was cooled and evaporated in vacuo. The residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, dried (MgSO4) and evaporated. The crude product was purified by chromatography on silica (Merck Kieselgel 60 using a 50:50 mixture of ether and 40°-60° petroleum ether as eluent followed by recrystallisation from a mixture of 60°-80° petroleum ether and ethyl acetate to give 2-amino-4-chloromethyl-6-(2,2,2-trifluoroethoxy)pyrimidine m.p. 77°-78° C. |
Here is a chemical reaction formula: Reactants are:m1_m2:NC1=NC(=CC(=N1)F)CF;m1_m2:C(C)(=O)O, Reagents are:, and Products are 0:NC1=NC(=CC(N1)=O)CF, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 12.1 Parts of 2-amino-4-fluoro-6-fluoromethylpyrimidine was dissolved in 200 parts of 20% aqueous acetic acid at reflux, with stirring. The mixture was heated under reflux for 1 hour then cooled. The precipitated solid was filtered, washed with 50% aqueous acetic acid and then with acetone. The solid was dried in vacuo at 140° C. to give 2-amino-6-fluoromethylpyrimidine-4-one, m.p. 237°-238° C. (decomposition). |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:CCC(=C)C=O;m1_m2_m3_m4:ClC(C(C(=O)OCC)=O)C(=O)OCC;m1_m2_m3_m4:S(N)([O-])(=O)=O.[NH4+], Reagents are:m1_m2_m3_m4:C(C)O, and Products are 0:C(C)C=1C=C(C(=NC1)C(=O)OCC)C(=O)OCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A stirred mixture of ethacrolein, (4.2 g, 0.05 mol), diethyl 3-chloro-2-oxo-butanedioate, (11.2 g, 0.05 mol) and ammonium sulfamate, (15.4 g, 0.135 mol) in ethanol (37 mL) is heated at reflux. After 15 hours the mixture is cooled to room temperature and the solvent removed by distillation under reduced pressure. The residue is treated with water and extracted with ethyl acetate. The organic phase is separated and concentrated in vacuo and the residue purified by column chromatography on silica gel using 4:1 hexane-ethyl acetate as the eluent to give 10.8 g (75% yield) of the title product as an oil which is shown to be 95% pure by a gas chromatography assay. |
Here is a chemical reaction formula: Reactants are:m1_m2_m4:CCC(=C)C=O;m1_m2_m4:C(C)(=O)[O-].[NH4+];m3_m5:ClC(C(=O)OCC)C(=O)C, Reagents are:m1_m2_m4:C(C)#N;m3_m5:C(C)#N, and Products are 0:C(C)C=1C=NC(=C(C(=O)OCC)C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of ethacrolein (12.8 g 0.152 mole) and ammonium acetate (24.4 g 0.304 mole) in 50 cc acetonitrile is stirred at room temperature and a solution of ethyl 2-chloroacetoacetate (25 g 0.152 mole) in 30 cc acetonitrile is added dropwise over 15 minutes. The reaction mixture is heated at reflux for 16 hours, cooled, and partitioned between water and ethyl acetate. The organic phase is concentrated in vacuo and chromatographed on silica gel using 9:1 hexane-ethylacetate to afford 12.7 g of the title product. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(C)OC(C)(OCC)OCC;m1_m2_m3:ClN1C(CCC1=O)=O, Reagents are:m1_m2_m3:C(Cl)(Cl)(Cl)Cl, and Products are 0:ClCC(OCC)(OCC)OCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 1,1,1-triethoxyethane (97.3 g) and N-chlorosuccinimide (88.1 g) in carbon tetrachloride (600 ml) was warmed to 40° C. and then irradiated with an ultraviolet lamp. The reaction became exothermic and then subsided upon completion of the reaction. The precipitated succinimide byproduct was filtered off and the filtrate was concentrated to remove carbon tetrachloride. The residual liquid was distilled to obtain pure 2-chloro-1,1,1-triethoxyethane (91.0 g; b.p. 91° C./25 mm). |
Here is a chemical reaction formula: Reactants are:m1_m2:ClCC(OCC)(OCC)OCC;m1_m2:NC1=C(C=CC=C1)S, Reagents are:m3:C(Cl)Cl, and Products are 0:ClCC=1SC2=C(N1)C=CC=C2, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2-chloro-1,1,1-triethoxyethane (5.9 g) and 2-aminothiophenol (2.5 g) was heated at 80° C. for 15 minutes. After cooling to room temperature, it was dissovled in methylene chloride (30 ml) and the resulting solution was washed with 3N HCl (10 ml) and then with water (20 ml). The organic portion was evaporated and the residue chromatographed over silica gel to obtain 2-chloromethylbenzothiazole (3.35 g; 90% yield), m.p. 34° C. |
Here is a chemical reaction formula: Reactants are:m3_m4_m5:SC1=CC=NC=C1;m3_m4_m5:[H-].[Na+];m3_m4_m5:C1CCOC1.CN(C)C=O;m1_m2:SC1=CC=NC=C1;m1_m2:[Na], Reagents are:m7:O;m6:C1CCOC1, and Products are 0:N1=CC(=CC=C1)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 5.2 g of 90% pyridinium bromide perbromide was added in one portion to a solution of 5 g of 3-pyridinecarboxylic acid, 5-cyano-1,4-dihydro-2,6-dimethyl-4-[2-(trifluoromethyl)phenyl]-, ethyl ester and 1.2 ml pyridine in 150 ml of dry ethanol-free CHCl3 at -10° C. The mixture was stirred for 45 minutes at 0° C. and the bromide (6 g) was obtained by flash chromatography over silica gel (10% EtAc/CH2Cl2). This was dissolved in 30 ml of THF and added dropwise to a suspension of 4-mercaptopyridine, sodium salt [(prepared from 1.5 g of 4-mercapto pyridine and 0.5 g of 60% NaH in THF/DMF (1:1, 40 ml)] at 0° C. and the mixture was warmed to room temperature. After stirring for one hour, the reaction mixture was diluted with water and extracted with CH2Cl2. The organic extracts were washed with water, dried, and evaporated. The residue was crystallized from EtAc to give 5.1 g of 3-pyridinecarboxylic acid, 5-cyano-1,4-dihydro-6-methyl-2[4-pyridinylthiomethyl]-4-[(2-trifluoromethyl)phenyl]-, ethyl ester, mp 222°-224° C. |
Here is a chemical reaction formula: Reactants are:m4:[OH-].[Na+];m1_m2_m3_m5:C(C)OC(CC(C=1C=CC(=NC1)C)O)=O;m1_m2_m3_m5:C(C)(=O)OC(C)=O;m1_m2_m3_m5:N1=CC=CC=C1, Reagents are:m1_m2_m3_m5:CN(C1=CC=NC=C1)C, and Products are 0:C(C)OC(CC(C=1C=CC(=NC1)C)OC(C)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 4.3 g (0.021 mol) of 3-hydroxy-3-(2-methyl-5-pyridyl)-propionic acid ethyl ester, 3.0 g (0.03 mol) of acetic anhydride, 2.7 g (0.034 mol) of pyridine and 0.17 g (0.0017 mol) of 4-dimethylaminopyridine were stirred at 0° C. for 24 hours. The solution was mixed with 25 ml of 5 percent sodium hydroxide solution and extracted twice, each time with 25 ml of methylene chloride. The organic extracts were evaporated; the residue (4.7 g) contained 3-acetoxy-3-(2-methyl-5-pyridyl)-propionic acid ethyl ester (yield 90.4 percent). |
Here is a chemical reaction formula: Reactants are:m2:Br;m3:O;m1_m4:COC1=CC=C(C=C1)C1=NC=C(C=C1)CCCCCCCC, Reagents are:m1_m4:C(C)(=O)O, and Products are 0:OC1=CC=C(C=C1)C1=NC=C(C=C1)CCCCCCCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The 2-(p-methoxyphenyl)-5-octylpyridine was dissolved in 100 ml of acetic acid. 8 ml of 48% hydrobromic acid was added to the reaction solution and the solution was heated for 15 hours under reflux. 100 ml of water was added to the reaction solution and the organic layer was extracted with chloroform. After washing the extract three times with water, the chloroform was removed by distillation. The residue was recrystallized from a mixture of acetone and hexane to yield 8.3 g (0.029 mol) of 2-(p-hydroxyphenyl)-5-octylpyridine. |
Here is a chemical reaction formula: Reactants are:m5_m4_m6:Cl;m1_m2:CN1C(CCC1)=O;m1_m2:BrC1=CC=C(C=C1)C1=NC=C(C=C1)CCCCCCCC;m3:[Cu]C#N, Reagents are:m5_m4_m6:[Fe](Cl)Cl;m5_m4_m6:O, and Products are 0:C(#N)C1=CC=C(C=C1)C1=NC=C(C=C1)CCCCCCCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 94 ml of N-methylpyrrolidone was added to the 47.6 g (0.138 mol) of the 2-(p-bromophenyl)-5-octylpyridine. Then 19.3 g (0.216 mol) of copper (I) cyanide was added and the solution was refluxed for 2 hours. A mixture of 69 g of iron (II) chloride, 13.8 ml of concentrated hydrochloric acid and 69 ml of water was added to the mixture solution and the organic layer was extracted with chloroform. The extract was washed with a 10% aqueous solution of potassium hydroxide and then three times with water. Chloroform was removed by distillation. The residue was distilled under reduced pressure (210° to 220° C./2 mmHg) and recrystallized from methanol to obtain 33 g (0.1113 mol) of 2-(p-cyanophenyl)-5-octylpyridine. |
Here is a chemical reaction formula: Reactants are:m1_m2:C(CCCCCCC)C=1C=CC(=NC1)C1=CC=C(C(=O)O)C=C1;m1_m2:S(=O)(Cl)Cl, Reagents are:, and Products are 0:Cl.C(CCCCCCC)C=1C=CC(=NC1)C1=CC=C(C(=O)Cl)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 30 g (0.102 mol) of the resulting p-(5-octylpyridyl)benzoic acid was added to 24.3 g (0.204 mol) of thionyl chloride and reflux was maintained for 5 hours. The surplus thionyl chloride was removed by distillation and the product was recrystallized from hexane to obtain 34.5 g (0.0986 mol) of p-(5-octylpyridyl)benzoylchloride hydrochloride. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:FC(C(=O)OC)(C(C(F)(F)F)(F)F)F;m1_m2_m3:C[Si]([O-])(C)C.[Na+], Reagents are:m1_m2_m3:CCOCC, and Products are 0:FC(C(=O)[O-])(C(C(F)(F)F)(F)F)F.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: Methyl perfluorobutyrate (12.81 g, 56 mmol) was added dropwise to a stirred solution of sodium trimethylsilanolate (6.3 g, 56 mmol) in dry ether (300 mL) at room temperature under nitrogen. The reaction mixture was stirred overnight. The solid was filtered under nitrogen, washed with dry ether, and dried under a stream of nitrogen to afford sodium perfluorobutyrate (11.1 g, 84% yield) as a white solid: 19F NMR (D2O) δ -79.6 (t, J=8 Hz, CF3 --, 3F), -117.2 (q, J=8 Hz, CF3CF2CF2 --, 2F), -126.2 ppm (s, CF3CF2 --, 2F). Anal. Calcd. for C4F7NaO2 : C, 20.36; F, 56.35; Na, 9.74. Found: C, 20.84, 20.61, 20.58; F, 56.68, 53.24; Na, 9.89, 9.65. |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[K+];m1:FC(C(=O)OCC)(C(F)(F)F)F, Reagents are:m3:CCOCC, and Products are 0:FC(C(=O)[O-])(C(F)(F)F)F.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using ethyl perfluoropropionate (4.8 g, 25 mmol), potassium trimethylsilanolate (3.2 g, 25 mmol), and dry ether (150 mL). Potassium perfluoropropionate (4.7 g, 93% yield) was isolated as a white solid: 19F NMR (D2O) δ -79.5 (m, CF3, 3F), -117.5 (m, CF2, 2F). Anal. Calcd. for C3F5KO2 : C, 17.83; F, 47.00; K, 19.35. Found: C, 17.52; F, 46.83; K, 19.24. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(C1=CC=CC=C1)(=O)OCC1=CC=CC=C1;m1_m2_m3:C[Si]([O-])(C)C.[Na+], Reagents are:m1_m2_m3:O1CCCC1, and Products are 0:C(C1=CC=CC=C1)(=O)[O-].[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using benzyl benzoate (4.8 mL, 5 mmol), sodium trimethylsilanolate (2.82 g, 25 mmol), dry tetrahydrofuran (100 mL), and 6.25 h of heating at reflux. The reaction mixture was cooled to room temperature and sodium benzoate (2.32 g, 64% yield) was isolated as a white solid: 1H NMR (D2O) δ 7.0-8.0 ppm (m, Ar--H's, 5H). Anal. Calcd. for C7H5NaO: C, 58.34; H, 3.50; Na, 15.95. Found: C, 57.99, 57.94; H, 3.80, 3.83; Na, 16.38, 16.60. |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[K+];m1:C(C1=CC=CC=C1)(=O)OCC1=CC=CC=C1, Reagents are:m3:CCOCC, and Products are 0:C(C1=CC=CC=C1)(=O)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using benzyl benzoate (9.6 mL, 50 mmol), potassium trimethylsilanolate (6.42 g, 50 mmol), dry ether (150 mL), and a 2 h reaction mixture. Potassium benzoate (5.9 g, 73% yield) was isolated as a white solid: 1H NMR (D2O) δ 7.1-8.0 ppm (m, Ar--H's, 5H). Anal. Calcd. for C7H5KO2 : C, 52.48; H, 3.15; K, 24.61. Found: C, 50.53, 50.76; H, 3.40, 3.21; K, 25.60, 25.50. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C(CCCCCC)(=O)OC;m1_m2_m3:C[Si]([O-])(C)C.[Li+], Reagents are:m1_m2_m3:C1(=CC=CC=C1)C, and Products are 0:C(CCCCCC)(=O)[O-].[Li+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl heptanoate (5 mL, 30.2 mmol), lithium trimethylsilanolate (2.90 g, 30.2 mmol), dry toluene (50 mL) and 2.5 h of heating at reflux. Lithium heptanoate (2.1 g, 51% yield) was isolated as a white solid: 1H NMR (D2O) δ 0.7 (t, J=5.3 Hz, CH3, 3H), 0.9-1.7 (m, CH2, 8H), 2.1 ppm (t, --CH2CO2-Li+, J=7.2 Hz, 2H). Anal. Calcd. for C7H13LiO2 : C, 61.77; H, 9.63; Li, 5.10. Found: C, 59.84, 59.89; H, 9.47, 9.47; Li, 5.01. |
Here is a chemical reaction formula: Reactants are:m1:ClC1=CC=C(C(=O)OC)C=C1;m2:C[Si]([O-])(C)C.[K+], Reagents are:m3:CCOCC, and Products are 0:ClC1=CC=C(C(=O)[O-])C=C1.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl 4-chlorobenzoate (13.65 g, 80 mmol), potassium trimethylsilanolate (10.26 g, 80 mmol), dry ether (500 mL) and a 4 h reaction time. Potassium 4-chlorobenzoate (13.1 g, 84% yield) was isolated as a white solid: 1H NMR (D2O, DSS, 80 MHz) δ 7.68 ppm (ABq, Δν1-3 =29 Hz, J=8.5 Hz, Ar--H's, 4H). Anal. Calcd. for C7H4ClKO2 : C, 43.19; H, 2.07. Found: C, 43.27; H, 2.33. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:ClC1=CC=C(C(=O)OC)C=C1;m1_m2_m3:C[Si]([O-])(C)C.[Na+], Reagents are:m1_m2_m3:C1(=CC=CC=C1)C, and Products are 0:ClC1=CC=C(C(=O)[O-])C=C1.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl 4-chlorobenzoate (4.55 g, 26.6 mmol), sodium trimethylsilanolate (2.99 g, 26.6 mmol), dry toluene (150 mL), and 4 h of heating at 80°. Sodium 4-chlorobenzoate (4.50 g, 86% yield) was isolated as a white solid: 1H NMR (D2O, DSS, 80 MHz) δ 7.65 ppm (ABq, Δν1-3 =29 Hz, J=8 Hz, Ar--H's, 4H). |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:ClC1=CC=C(C(=O)OC)C=C1;m1_m2_m3:C[Si]([O-])(C)C.[Li+], Reagents are:m1_m2_m3:C1(=CC=CC=C1)C, and Products are 0:ClC1=CC=C(C(=O)[O-])C=C1.[Li+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl 4-chlorobenzoate (4.3 g, 25.2 mmol), lithium trimethylsilanolate (2.42 g, 25.2 mmol), and dry toluene (100 mL) and overnight heating at reflux. Lithium 4-chlorobenzoate (1.9 g, 46% yield) was isolated as a white solid: 1H NMR (D2O) δ 7.4 (ABq, Δν1-3 =31 Hz, J=9 Hz, Ar--H's, 2 H). This solid was contaminated with a small amount of lithium trimethylsilanolate. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=CC=CC=C1)(=O)OC1=CC=CC=C1;m2:C[Si]([O-])(C)C.[K+], Reagents are:m3:O1CCCC1, and Products are 0:C(C1=CC=CC=C1)(=O)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using phenyl benzoate (3.96 g, 20 mmol), potassium trimethylsilanolate (2.56 g, 20 mmol), dry tetrahydrofuran (50 mL), and a 5 h reaction time. Potassium benzoate (2.37 g, 74% yield) was isolated as a white solid: 1H NMR (D2O, DSS, 80 MHz) δ 7.4-8.0 (m, Ar--H's, 5H). Anal. Calcd. for C7H5KO2 : C, 52.48; H, 3.15; K, 24.41, Found: C, 50.28, 50.15, 52.45; H, 3.28, 3.36, 3.24; K, 24.80. |
Here is a chemical reaction formula: Reactants are:m1:O1C(=CC=C1)C(=O)OC;m2:C[Si]([O-])(C)C.[K+], Reagents are:m3:O1CCCC1, and Products are 0:O1C(=CC=C1)C(=O)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl 2-furoate (2.52 g, 20 mmol), potassium trimethylsilanolate (2.56 g, 20 mmol), dry tetrahydrofuran (50 mL), and a 5 h reaction time. Potassium 2-furoate (2.72 g, 90% yield) was isolated as a light brown solid: 1H NMR (D2O, DSS) δ 6.55 (m, Ar--H, 1H), 7.0 (m, Ar--H, 1H) and 7.6 ppm (m, Ar--H, 1H). Anal. Calcd. for C5H3KO3 : C, 39.99; H, 2.01; K, 26.04. Found: C, 37.22, 37.41, 40.26; H, 2.33, 2.19, 2.34; K, 26.22. |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[K+];m1:C(C1=CN=CC=C1)(=O)OC, Reagents are:m3:O1CCCC1, and Products are 0:C(C1=CN=CC=C1)(=O)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl nicotinate (2.74 g, 20 mmol), potassium trimethylsilanolate (2.56 g, 20 mmol), dry tetrahydrofuran (50 mL), and a 5 h reaction time. Potassium nicotinate (2.93 g, 90% yield) was isolated as a white solid: 1H NMR (D2O, DSS) δ 7.55 (ddd, J=1.0, 5.3, 8.3 Hz, Ar--H, 1H), 8.25 (dt, J=1.9, 8.3, Ar--H, 1H), 8.93 ppm (m, Ar--H, 1H). Anal. Calcd. for C6H4KNO2 : C, 44.70; H, 2.50; N, 8.96; K, 24.26. Found: C, 42.28, 42.51, 44.97; H, 2.95, 2.74, 2.83; N, 8.54; K, 24.57. |
Here is a chemical reaction formula: Reactants are:m2_m3:C[Si]([O-])(C)C.[K+];m1:FC(C(=O)F)(C(F)(F)F)C(F)(F)F, Reagents are:m2_m3:CCOCC, and Products are 0:FC(C(=O)[O-])(C(F)(F)F)C(F)(F)F.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: Perfluoroisobutyryl fluoride (17.76 g, 82 mmol) was distilled into a 3-neck flask (equipped with a cold finger condenser, mechanical stirrer and a nitrogen inlet) containing a slurry of potassium trimethylsilanolate (10.26 g, 80 mmol) in dry ether (500 mL). The mixture was stirred 3 h at room temperature with the condenser maintained at -40°; then it was cooled to -40° and stirred overnight. The solid was filtered under nitrogen, washed with dry ether, and dried under a stream of nitrogen to afford potassium perfluoroisobutyrate (12.29 g, 61% yield) as a white solid: 19F NMR (D2O) δ -72.2 (d, J=7.5 Hz, CF3, 6F), -171.8 ppm (sp, J=7.5 Hz, CF, 1F). Anal. Calcd. for C4F7KO2 : C, 19.05; F, 52.75. Found: C, 19.12; F, 52.70. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:FC(C(=O)F)(OC(C(C(F)(F)F)(F)F)(F)F)C(F)(F)F;m1_m2_m3:C[Si]([O-])(C)C.[Na+], Reagents are:m1_m2_m3:ClC1=C(C=CC=C1)Cl, and Products are 0:FC(C(=O)[O-])(OC(C(C(F)(F)F)(F)F)(F)F)C(F)(F)F.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using perfluoro-2-methyl-3-oxahexanoyl fluoride (16.6 g, 50 mmol), sodium trimethylsilanolate (5.6 g, 50 mmol), dry o-dichlorobenzene (200 mL), and 1 h at room temperature followed by rapid heating to 150°. Sodium perfluoro-2-methyl-3-oxahexanoate (13.6 g, 77% yield) was isolated as a white solid: The 19F NMR data were the same as reported in Example 15. |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[Na+];m1:FC(C(=O)F)(OC(C(C(F)(F)F)(F)F)(F)F)C(F)(F)F, Reagents are:m3:O1CCCC1, and Products are 0:FC(C(=O)[O-])(OC(C(C(F)(F)F)(F)F)(F)F)C(F)(F)F.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using perfluoro-2-methyl-3-oxahexanoyl fluoride (16.6 g, 50 mmol), sodium trimethylsilanolate (5.6 g, 50 mmol), and dry tetrahydrofuran (100 mL), and a 2 h reaction time. Sodium perfluoro-2-methyl-3-oxahexanoate (12.2 g, 69% yield) was isolated as a white solid: The 19F NMR data were the same as reported in Example 15. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:FC(C(=O)F)(OC(C(C(F)(F)F)(F)F)(F)F)C(F)(F)F;m1_m2_m3:C[Si]([O-])(C)C.[Na+], Reagents are:m1_m2_m3:C1(=CC=CC=C1)C, and Products are 0:FC(C(=O)[O-])(OC(C(C(F)(F)F)(F)F)(F)F)C(F)(F)F.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using perfluoro-2-methyl-3-oxahexanoyl fluoride (33.2 g, 0.1 mol), sodium trimethylsilanolate (11.2 g, 0.1 mol), dry toluene (200 mL), and 1.5 h of heating at reflux. Sodium perfluoro-2-methyl-3-oxahexanoate (23.1 g, 66% yield) was isolated as a white solid: The 19F NMR data were the same as reported in Example 15. Anal. Calcd. for C6F11NaO3 : C, 19.77; H, 57.33; Na, 7.63. Found: C, 19.56; H, 56.93; Na, 7.80. |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[K+];m1:FC(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)F)F, Reagents are:m3:CCOCC, and Products are 0:FC(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)[O-])F.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using perfluorohexanesulfonyl fluoride (7.9 g, 19.6 mmol), potassium trimethylsilanolate (2.52 g, 19.6 mmol), dry ether (150 mL), and a reaction time of nine days. Potassium perfluorohexanesulfonate (4.6 g, 53% yield) was isolated as a white solid: 19F NMR (methanol) δ -81.1 (m, --CF3 --, 3F), -114.4 (m, --CF2SO3⃝, 2F), -120.6 (m, --CF2CF2SO3⃝, 2F), -121.7 (m, --CF2 (CF2)2SO3⃝, 2F), -122.6 (m, CF3CF2CF2, 2F), 126.1 ppm (m, CF3CF2 --, 2F). |
Here is a chemical reaction formula: Reactants are:m1:FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)F)F;m2:C[Si]([O-])(C)C.[Li+], Reagents are:m3:O1CCCC1, and Products are 0:FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)[O-])F.[Li+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using perfluorooctanesulfonyl fluoride (11.8 g, 23.5 mmol), lithium trimethylsilanolate (2.25 g, 23.4 mmol), and dry tetrahydrofuran (150 mL). The product, lithium perfluorooctanesulfonate (6.6 g, 55% yield), was isolated as a white solid by concentrating the filtrate under vacuum: 19F NMR (tetrahydrofuran) δ -81.2 (t, J=8.5 Hz, CF3 --, 3F), -114.6 (m, --CF2CO2⊕, 2 F), -120.6 (m, --CF2, 2F), -121.7 (m, CF2, 6F), -122.7 (m, CF2, 2F), -126.2 ppm (m, CF3CF2, 2F). |
Here is a chemical reaction formula: Reactants are:m1:FC(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)F)F;m2:C[Si]([O-])(C)C.[K+], Reagents are:m3:C1(=CC=CC=C1)C, and Products are 0:FC(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)[O-])F.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using perfluorohexanesulfonyl fluoride (7.90 g, 19.6 mmol), potassium trimethylsilanolate (2.20 g, 17.1 mmol), and dry toluene (50 mL), while heating at 40° for 3.5 h. Potassium perfluorohexanesulfonate (4.9 g, 65% yield) was isolated as a white solid: 19F NMR (methanol) data were closely similar to those reported in Example 23. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2_m4:C1(=CC=CC=C1)CS(=O)(=O)F;m1_m3_m2_m4:C[Si]([O-])(C)C.[K+], Reagents are:m1_m3_m2_m4:O1CCCC1;m1_m3_m2_m4:O1CCCC1, and Products are 0:C1(=CC=CC=C1)CS(=O)(=O)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using α-toluenesulfonyl fluoride (2.0 g, 11.5 mmol) in dry tetrahydrofuran (15 mL), potassium trimethylsilanolate (1.48 g, 11.5 mmol) and dry tetrahydrofuran (45 mL), and 2 h of heating at reflux. Potassium α-toluenesulfonate (1.41 g, 58% yield) was isolated as a white solid: 1H NMR (D2O) δ 4.1 (s, CH2, 2H), 7.4 ppm (s, Ar--H's, 5H). |
Here is a chemical reaction formula: Reactants are:m2_m3:C[Si]([O-])(C)C.[K+];m1:C(C)OP(=O)(OCC)F, Reagents are:m2_m3:CCOCC, and Products are 0:C(C)OP(=O)(OCC)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed except that diethylfluorophosphate (0.9 mL, 6.4 mmol) was added by syringe to a slurry of potassium trimethylsilanolate (0.82 g, 6.4 mmol) in dry ether (25 mL) and a 5 h reaction time was used. Potassium diethylphosphate (0.67 g, 54% yield) was isolated as a tan solid: 1H NMR (D2O, DSS) δ 1.2 (t, J=6.9 Hz, CH3, 6H), 3.9 (q, J=6.9 Hz, CH2, 4H). |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[K+];m1:C(CCC)OP(OCCCC)(=O)OP(=O)(OCCCC)OCCCC, Reagents are:m4:O1CCCC1;m3:O1CCCC1, and Products are 0:C(CCC)OP(=O)(OCCCC)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using tetrabutylpyrophosphate (4 mL, 10.5 mmol) in dry tetrahydrofuran (10 mL), potassium trimethylsilanolate (2.68 g, 21 mmol) in dry tetrahydrofuran (50 mL), and a 24 h reaction time. The product, potassium dibutylphosphate (4.46 g, 90% yield), was isolated as a white solid by concentrating the filtrate under vacuum: 1H NMR (D2O, DSS) δ 0.8-1.05 (dist. t, CH3, 6H), 1.18-1.8 (m, CH2, 8H), 3.74-4.0 (q, CH2, 4H). Anal. Calcd. for C8H18KO4P: C, 38.70; H, 7.31. Found: C, 38.63; H, 7.38. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C1(=CC=CC=C1)P(OC1=CC=CC=C1)(=O)C1=CC=CC=C1;m1_m2_m3:C[Si]([O-])(C)C.[K+], Reagents are:m1_m2_m3:O1CCCC1, and Products are 0:C1(=CC=CC=C1)P([O-])(=O)C1=CC=CC=C1.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed adding neat solid phenyl diphenylphosphinate (5.88 g, 20 mmol) to a slurry of potassium trimethylsilanolate (2.56 g, 20 mmol) in dry tetrahydrofuran (50 mL); a 4 h reaction time was used. Potassium diphenylphosphinate (4.46 g, 87% yield) was isolated as a white solid: 1H NMR (D2O, DSS) δ 6.8-7.9 (m, Ar--H's, 10H). Anal. Calcd. for C12H10KO2P: C, 56.24; H, 3.93; K, 15.26; P, 12.09. Found: C, 52.57, 52.49, 54.53, 54.38; H, 4.00, 4.09, 4.02, 4.36; K, 14.78; P, 11.01, 10.89. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C1(=CC=CC=C1)P(OC1=CC=CC=C1)(=O)C1=CC=CC=C1;m1_m2_m3:C[Si]([O-])(C)C.[Na+], Reagents are:m1_m2_m3:O1CCCC1, and Products are 0:C1(=CC=CC=C1)P([O-])(=O)C1=CC=CC=C1.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed except that a mixture of phenyl diphenylphosphinate (13.76 g, 46.7 mmol), sodium trimethylsilanolate (5.6 g, 50 mmol), and dry tetrahydrofuran (175 mL) was left standing overnight (as it became impossible to stir). Sodium diphenylphosphinate (7.6 g, 68% yield) was isolated as a white solid: 1H NMR (D2O) δ 6.6-8.0 (m, Ar--H's 10H). Anal. Calcd. for C12H10NaO2P: C, 60.01; H, 4.20; P, 12.90. Found: C, 55.25, 55.47; H, 4.22, 4.20; P, 11.06, 11.15. |
Here is a chemical reaction formula: Reactants are:m2_m3:C[Si]([O-])(C)C.[K+];m1:C(C)OP(=O)(OCC)OCC, Reagents are:m2_m3:O1CCCC1, and Products are 0:C(C)OP(=O)(OCC)[O-].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed except that triethylphosphate (3.4 mL, 20 mmol) was added by syringe to a slurry of potassium trimethylsilanolate (2.56 g, 20 mmol) in dry tetrahydrofuran (50 mL), and a 2 h reaction time at room temperature was used, followed by 40 h of heating at reflux. Potassium diethylphosphate (3.55 g, 92% yield) was isolated as a white solid: 1H NMR (D2O, DSS) δ 1.1 (t, J=6.9 Hz, 6H), 3.75 (q, J=6.9 Hz, 4H). Anal. Calcd. for C4H10KO4P: C, 25.00; H, 5.24; K, 20.34. Found: C, 25.83, 25.88; H, 5.40, 5.29; K, 20.37, 20.10. |
Here is a chemical reaction formula: Reactants are:m1:C(=O)(OC)C(OC(C(=O)F)(C(F)(F)F)F)(C(F)(F)F)F;m2:C[Si]([O-])(C)C.[K+], Reagents are:m3:CCOCC, and Products are 0:FC(C(=O)[O-])(OC(C(=O)[O-])(C(F)(F)F)F)C(F)(F)F.[K+].[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using ~95% pure 4-carbomethoxyperfluoro-2-methyl-3-oxapentanoyl fluoride (12.5 g, 39 mmol), potassium trimethylsilanolate (10 g, 78 mmol), and dry ether (300 mL). Dipotassium perfluoro-2,4-dimethyl-3-oxa-1,5-pentanedioate (14.6 g, 98% yield) was isolated as a white solid: 19F NMR (D2O) δ -78.8 (m, CF3, 6F), -124.1 (m, CF, 1F), -130.3 ppm (m, CF, 1F). Anal. Calcd. for C6F8K2O5 : C, 18.85; F, 39.76; K, 20.46. Found: C, 17.45; F, 37.65, 37.53; K, 21.50, 21.30. |
Here is a chemical reaction formula: Reactants are:m2:C[Si]([O-])(C)C.[K+];m1:C(C(=O)OCC)(=O)OCC, Reagents are:m3:CCOCC, and Products are 0:C(C(=O)[O-])(=O)OCC.[K+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using diethyl oxalate (3.0 mL, 22 mmol), potassium trimethylsilanolate (3.85 g, 22 mmol), dry ether (70 mL), an ice bath to maintain room temperature initially, and a 1.5 h reaction time. Potassium ethyl oxalate (2.72 g, 79% yield) was isolated as a white solid: 1H NMR (D2O) δ 1.3 (t, J=7.2 Hz, CH3, 3H), 4.2 ppm (q, J=7.2 Hz, CH2, 2H). Anal. Calcd. for C4H5KO4 : C, 30.76; H, 3.23; K, 25.04. Found: C, 30.39; H, 3.29; K, 25.30. |
Here is a chemical reaction formula: Reactants are:m1:FC(C(=O)OC)(C(F)(F)F)F;m2:C[Si]([O-])(C)C.[Na+], Reagents are:m3:C(Cl)Cl, and Products are 0:FC(C(=O)[O-])(C(F)(F)F)F.[Na+], please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure of Example 1 was followed using methyl perfluoropropionate (3 mL, 23.4 mmol), sodium trimethylsilanolate (2.63 g, 23.4 mmol), dry methylene chloride (100 mL), and a 1 h reaction time. Sodium perfluoropropionate (4.0 g, 92% yield) was obtained as a white solid: 1H NMR (D2O) δ -82.4 (t, J=2 Hz, CF3, 3F), -120.1 ppm (q, J=2 Hz, CF2, 2F). |
Here is a chemical reaction formula: Reactants are:m1:ClC1=CC=C(C=C1)OCCCC=C;m2:FC1=CC=C(C=C1)OCCCC=C, Reagents are:, and Products are 0:C(CC=C)OC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The 1-(3-butenyloxy)-4-chlorobenzene (5, R2 =4--Cl) was prepared by the procedure of Rius-Alonso and Wain, Ann. Apl. Biol. 88, 299 (1978), as were 4-chloro-1-(4-pentenyloxy)-benzene and 4-fluoro-1-(4-pentenyloxy)benzene. |
Here is a chemical reaction formula: Reactants are:m2:[Cl-].[Al+3].[Cl-].[Cl-];m1_m3:C(C)(=O)N1CCC(CC1)C(=O)Cl;m1_m3:FC1=CC=C(C=C1)F, Reagents are:, and Products are 0:C(C)(=O)N1CCC(CC1)C(C1=C(C=CC(=C1)F)F)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a stirred suspension of 100 g of 1-acetyl-4-piperidine carboxylic acid chloride in 500 ml of 1,4-difluorobenzene was added in aliquots, 211 g of anhydrous aluminum chloride. The mixture was stirred at reflux under nitrogen for 3 hrs and allowed to cool to room temperature. The mixture was poured into ice and extracted twice with ethyl acetate. The extracts were washed with saturated sodium bicarbonate solution and dried over anhydrous potassium carbonate. Filtration followed by evaporation of the solvent provided an oil which crystallized on standing. The solid was washed with cyclohexane and dried to provide 73.3 g (52.1%) of 1-acetyl-4-(2,5-difluorobenzoyl)piperidine: mp 82°-87° C. Recrystallization from a mixture of isopropyl alcohol, diisopropyl ether and hexane provided product with mp 93°-95° C. |
Here is a chemical reaction formula: Reactants are:m1_m2:C(C)(=O)N1CCC(CC1)(O)C(C1=C(C=CC(=C1)F)F)=O, Reagents are:m1_m2:Cl, and Products are 0:FC1=C(C(=O)C2(CCNCC2)O)C=C(C=C1)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A suspension of 5.66 g of 1-acetyl-4-(2,5-difluorobenzoyl)-4-hydroxypiperidine in 10 ml of 6N hydrochloric acid was stirred at reflux, under nitrogen for 3.5 hrs. The reaction mixture was allowed to cool to 0° C. whereupon a solid separated. The solid was collected, washed with ice-cold acetone and dried to give 4.4 g (80%) of product, mp 191°-193° C. |