ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 1322089-67-7
• Molecular Formula: C₁₄H₁₇N₃O₂S
• Molecular Weight: 291.374
• Mol file: 1322089-67-7.mol

Synonyms:ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property of ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 2 articles about ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

6-methyl-4-(4-nitro-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester → ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1322089-67-7)

Guidance literature:

With bis(acetylacetonate)nickel(II); In 1,4-dioxane; at 80 ℃; for 6h; chemoselective reaction;

DOI:10.1039/c5ra17731f

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1322089-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / ethanol / 40 °C

2: tin(ll) chloride / ethyl acetate / 20 °C

With toluene-4-sulfonic acid; tin(ll) chloride; In ethanol; ethyl acetate; 1: Biginelli's reaction;

DOI:10.1016/j.bmcl.2011.03.062

Reference yield: 86.0%

4-chloro-3-isocyanato-2-(trifluoromethyl)benzene (16583-76-9) + ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1322089-67-7) → ethyl 4-(4-(3-(2-chloro-6-(trifluoromethyl)phenyl)ureido)phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1322089-76-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2011.03.062

upstream raw materials:

ethyl acetoacetate

Downstream raw materials:

ethyl 6-methyl-2-thioxo-4-(4-(3-(2-(trifluoromethoxy)phenyl)ureido)phenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 4-(4-(3-(4-fluoro-3-(trifluoromethyl)phenyl)ureido)phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 4-(4-(3-(2-fluorophenyl)ureido)phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 4-(4-(3-(2-fluoro-6-methylphenyl)ureido)phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate