Anthranilamide → N-[(2-carbamoylphenyl)carbamothioyl]-3-methylbenzamide

HRID 1091026Notes

Reaction equation

HRID 1091026 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[CH3:11][C:12]1[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=1)[C:15]([N:17]=[C:18]=[S:19])=[O:16]>CCOCC>[NH2:6][C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[NH:1][C:18](=[S:19])[NH:17][C:15](=[O:16])[C:14]1[CH:20]=[CH:21][CH:22]=[C:12]([CH3:11])[CH:13]=1)=[O:5]

Participants

4

Reactant 2

HCID 6942AnthranilamideHCID 1413973-Methylbenzoyl isothiocyanate

Product 1

HCID 667545N-[(2-carbamoylphenyl)carbamothioyl]-3-methylbenzamideYield 89.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred mixture of 7.2 g of 2-aminobenzamide and 200 ml of ether was added dropwise, a solution of 10 g of 3-methylbenzoyl isothiocyanate over 10 minutes. After 48 hours the solid was recovered, giving 14.8 g of N-[[[2-(aminocarbonyl)phenyl]amino]thioxomethyl]-3-methylbenzamide.

Workup

  1. additionwas added dropwise
  2. customAfter 48 hours the solid was recovered

Sources & evidence

ORD record
ord-77e9239a68cb4d5cad675a10e02c2177
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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