4-methyl-6-(4-nitrophenyl)-N-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxamide

Base Information

• Chemical Name: 4-methyl-6-(4-nitrophenyl)-N-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxamide
• CAS No.: 182170-96-3
• Molecular Formula: C₁₈H₁₆N₄O₃S
• Molecular Weight: 368.416
• DSSTox Substance ID: DTXSID401125055
• Mol file: 182170-96-3.mol

Synonyms:CBMicro_032937;DTXSID401125055;STL026369;AKOS001628342;AKOS037479088;182170-96-3;BIM-0032698.P001;EU-0007063;SR-01000453265;SR-01000453265-1;1,2,3,4-Tetrahydro-6-methyl-4-(4-nitrophenyl)-N-phenyl-2-thioxo-5-pyrimidinecarboxamide;4-methyl-6-(4-nitrophenyl)-N-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxamide;6-methyl-4-(4-nitrophenyl)-N-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Chemical Property of 4-methyl-6-(4-nitrophenyl)-N-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxamide

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 368.09431156
• Heavy Atom Count: 26
• Complexity: 602

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(NC(=S)N1)C2=CC=C(C=C2)[N+](=O)[O-])C(=O)NC3=CC=CC=C3

Technology Process of 4-methyl-6-(4-nitrophenyl)-N-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxamide

There total 1 articles about 4-methyl-6-(4-nitrophenyl)-N-phenyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxamide 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: 72.0%

4-nitrobenzaldehdye (555-16-8) + N-phenylacetoacetamide (102-01-2,98624-45-4) + thiourea (17356-08-0) → 6-Methyl-4-(4-nitro-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid phenylamide (182170-96-3)

Guidance literature:

With hydrogenchloride; In ethanol; for 3h; Heating;

Reference yield: 81.6%

4-chlorobenzaldehyde (104-88-1) + chloroacetic acid (79-11-8) + 6-Methyl-4-(4-nitro-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid phenylamide (182170-96-3) → 5-(4-nitrophenyl)-N-phenyl-2-(4-methoxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide (1397877-50-7)

Guidance literature:

With sodium acetate; acetic anhydride; acetic acid; at 140 - 142 ℃; Reflux;

DOI:10.1007/s00044-012-0189-5

Reference yield: 79.25%

chloroacetic acid (79-11-8) + 4-dimethylamino-benzaldehyde (100-10-7) + 6-Methyl-4-(4-nitro-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid phenylamide (182170-96-3) → 5-(4-nitrophenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide (1397877-56-3)

Guidance literature:

With sodium acetate; acetic anhydride; acetic acid; at 140 - 142 ℃; Reflux;

DOI:10.1007/s00044-012-0189-5

upstream raw materials:

4-nitrobenzaldehdye

N-phenylacetoacetamide

thiourea

Downstream raw materials:

5-(4-nitrophenyl)-N-phenyl-2-(4-methoxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide

5-(4-nitrophenyl)-N-phenyl-2-(4-chlorobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide

5-(4-nitrophenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide