N-(4-chlorophenyl)-6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Base Information

• Chemical Name: N-(4-chlorophenyl)-6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
• CAS No.: 5769-16-4
• Molecular Formula: C7H4 N2 O5 S
• Molecular Weight: 228.185
• DSSTox Substance ID: DTXSID20973287
• Mol file: 5769-16-4.mol

Synonyms:5769-16-4;CBMicro_032409;DTXSID20973287;AKOS000633647;N-(4-chlorophenyl)-6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide;BIM-0032315.P001;EU-0077455;AB00096318-01;SR-01000486558;SR-01000486558-1;N-(4-Chlorophenyl)-4-methyl-2-sulfanyl-6-(thiophen-2-yl)-1,6-dihydropyrimidine-5-carboxamide

Chemical Property of N-(4-chlorophenyl)-6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.45g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 363.0266821
• Heavy Atom Count: 23
• Complexity: 518

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(NC(=S)N1)C2=CC=CS2)C(=O)NC3=CC=C(C=C3)Cl

Technology Process of N-(4-chlorophenyl)-6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

There total 4 articles about N-(4-chlorophenyl)-6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-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: 70.0%

carbon monoxide (201230-82-2) + [N-(nosyl)imino]phenyliodinane (149552-43-2) → 4-nitrobenzenesulfonyl isocyanate (5769-16-4)

Guidance literature:

bis(benzonitrile)palladium(II) dichloride; In dichloromethane; acetonitrile; for 0.333333h; under 28502.3 Torr; Ambient temperature;

DOI:10.1016/S0040-4039(00)73576-3

Reference yield: 5.0%

p-nitrobenzenesulfonamide (6325-93-5) + n-butyl isocyanide (111-36-4) → 4-nitrobenzenesulfonyl isocyanate (5769-16-4)

Guidance literature:

With bis(trichloromethyl) carbonate; In 1,2-dichloro-benzene; at 20 ℃; for 14h; Inert atmosphere; Reflux;

DOI:10.1002/cctc.202000626

Reference yield:

phosgene (75-44-5) + p-nitrobenzenesulfonamide (6325-93-5) → 4-nitrobenzenesulfonyl isocyanate (5769-16-4)

Guidance literature:

With nitrobenzene;

upstream raw materials:

phosgene

p-nitrobenzenesulfonamide

carbon monoxide

[N-(nosyl)imino]phenyliodinane

Downstream raw materials:

(-)-tert-butyl ((2R,3R)-1-(tert-butyldimethylsilyl)-2-((R)-1-((((4-nitrophenyl)sulfonyl)carbamoyl)oxy)but-3-en-1-yl)-4-oxoazetidin-3-yl)carbamate

(+/-)-(E)-5-methyl-4-(3-((4-nitrophenyl)sulfonyl)ureido)hex-2-en-1-yl acetate

C₁₉H₂₁N₃O₆S

(+/-)-(E)-N-((2-methylhex-4-en-3-yl)carbamoyl)-4-nitrobenzenesulfonamide

Refernces

• 1、 Strambeanu, Iulia I.,White, M. Christina. "Catalyst-controlled C-O versus C-N allylic functionalization of terminal olefins". supporting information. p. 12032 - 12037. Retrieved 2013/09/02.
• 2、 Rice, Grant T.,White, M. Christina. "Allylic C-H amination for the preparation of syn-1,3-amino alcohol motifs". supporting information; experimental part. p. 11707 - 11711. Retrieved 2009/12/08.