N-(Methylcarbamoyl)benzamide

Base Information

• Chemical Name: N-(Methylcarbamoyl)benzamide
• CAS No.: 3201-53-4
• Molecular Formula: C9H10N2O2
• Molecular Weight: 178.191
• DSSTox Substance ID: DTXSID70520841
• Nikkaji Number: J1.582.497B
• Wikidata: Q82384977
• Mol file: 3201-53-4.mol

Synonyms:N-(Methylcarbamoyl)benzamide;3201-53-4;SCHEMBL4762280;DTXSID70520841

Chemical Property of N-(Methylcarbamoyl)benzamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)NC(=O)C1=CC=CC=C1

Technology Process of N-(Methylcarbamoyl)benzamide

There total 14 articles about N-(Methylcarbamoyl)benzamide 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: 93.0%

bromobenzene (108-86-1,52753-63-6) + carbon monoxide (201230-82-2) + N-Methylurea (598-50-5) → N-[(methylamino)carbonyl]benzamide (3201-53-4)

Guidance literature:

With dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; In 1,4-dioxane; at 100 ℃; for 7h; under 3361.55 Torr; regioselective reaction; Microwave irradiation;

DOI:10.1002/adsc.201000395

Reference yield: 88.0%

methanol (67-56-1) + N-[(benzoylamino)carbonyl]-4-cyano-N-methyl-3-(2,4,6-trimethoxyphenyl)isoxazole-5-carboxamide (407619-06-1) → N-[(methylamino)carbonyl]benzamide (3201-53-4) + methyl 4-cyano-3-(2,4,6-trimethoxyphenyl)isoxazole-5-carboxylate

Guidance literature:

With silica gel; In chloroform;

DOI:10.1002/1522-2675(20011114)84:11<3403::AID-HLCA3403>3.0.CO;2-G

Reference yield: 72.0%

(ethylthiotrifluoroborate)methane dimethyliminium zwitterion (1622923-36-7) + N-Methylurea (598-50-5) + phenylboronic acid (98-80-6) → N-[(methylamino)carbonyl]benzamide (3201-53-4)

Guidance literature:

(ethylthiotrifluoroborate)methane dimethyliminium zwitterion; phenylboronic acid; With bis-triphenylphosphine-palladium(II) chloride; copper diacetate; sodium carbonate; In 2,2,2-trifluoroethanol; water; at 50 ℃; for 16h;

N-Methylurea; With trichloroisocyanuric acid; citric acid; at 50 ℃; for 3h; pH=3;

DOI:10.1002/anie.202014581

upstream raw materials:

1-benzoyl-3-methyl-thiourea

3-benzoyl-6-phenyl-2H-1,3,5-oxadiazine-2,4-(3H)-dione

methylamine

benzoyl isocyanate