Ethyl 4-(4-chlorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-(4-chlorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 372975-55-8
• Molecular Formula: C₁₉H₁₇ClN₂O₂S
• Molecular Weight: 372.875
• DSSTox Substance ID: DTXSID901331526
• Nikkaji Number: J2.364.448G
• ChEMBL ID: CHEMBL1539281
• Mol file: 372975-55-8.mol

Synonyms:372975-55-8;ethyl 4-(4-chlorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate;ethyl 4-(4-chlorophenyl)-6-phenyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate;ethyl 4-(4-chlorophenyl)-6-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate;ethyl 6-(4-chlorophenyl)-4-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxylate;MLS000767845;CHEMBL1539281;DTXSID901331526;HMS2805C20;STK036964;STK862634;AKOS000286570;AKOS000368992;AKOS021994347;AKOS022081327;SMR000430174;SR-01000457243;SR-01000457243-1;F1011-1456;2(1H)-Thioxo-3,6-dihydro-4-phenyl-6-(4-chlorophenyl)pyrimidine-5-carboxylic acid ethyl ester;4-(4-Chloro-phenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

Chemical Property of Ethyl 4-(4-chlorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 372.0699267
• Heavy Atom Count: 25
• Complexity: 538

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=S)NC1C2=CC=C(C=C2)Cl)C3=CC=CC=C3

Technology Process of Ethyl 4-(4-chlorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 1 articles about Ethyl 4-(4-chlorophenyl)-6-phenyl-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: 92.0%

4-chlorobenzaldehyde (104-88-1) + ethyl 3-oxo-3-phenylpropionate (94-02-0) + thiourea (17356-08-0) → 1,2,3,4-tetrahydro-4-(4-chlorophenyl)-6-phenyl-2-thioxo-5-pyrimidinecarboxylic acid ethyl ester (372975-55-8)

Guidance literature:

With cerium(III) p-toluenesulfonate tetrahydrate; In neat (no solvent); at 80 ℃; for 2.6h; Green chemistry;

DOI:10.1080/00304948.2020.1794222

Reference yield: 94.0%

1,2,3,4-tetrahydro-4-(4-chlorophenyl)-6-phenyl-2-thioxo-5-pyrimidinecarboxylic acid ethyl ester (372975-55-8) + phenol (108-95-2,27073-41-2) → ethyl 4-(4-chlorophenyl)-2-phenoxy-6-phenylpyrimidine-5-carboxylate

Guidance literature:

With copper diacetate; silver carbonate; In toluene; at 80 ℃;

DOI:10.1039/d1ra07713a

Reference yield: 79.0%

1,2,3,4-tetrahydro-4-(4-chlorophenyl)-6-phenyl-2-thioxo-5-pyrimidinecarboxylic acid ethyl ester (372975-55-8) → 2,2'-dithiobis[4-(4'-chlorophenyl)-6-phenyl-5-(ethoxycarbonyl)pyrimidine] (1262326-88-4)

Guidance literature:

With activated carbon (Charcoal Activated); air; In 5,5-dimethyl-1,3-cyclohexadiene; at 140 ℃; for 46h;

DOI:10.1016/j.tetlet.2010.10.070

upstream raw materials:

4-chlorobenzaldehyde

ethyl 3-oxo-3-phenylpropionate

thiourea

Downstream raw materials:

2,2'-dithiobis[4-(4'-chlorophenyl)-6-phenyl-5-(ethoxycarbonyl)pyrimidine]

ethyl 4-(4-chlorophenyl)-2-(methylthio)-6-phenylpyrimidine-5-carboxylate

ethyl 4-(4-chlorophenyl)-2-(methylthio)-6-phenyl-1,4-dihydropyrimidine-5-carboxylate