Anthranilamide → N-[(2-carbamoylphenyl)carbamothioyl]-4-methylbenzamide

HRID 359526Notes

Reaction equation

HRID 359526 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:22]=[CH:21][C:15]([C:16]([N:18]=[C:19]=[S:20])=[O:17])=[CH:14][CH:13]=1>CCOCC>[NH2:6][C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[NH:1][C:19](=[S:20])[NH:18][C:16](=[O:17])[C:15]1[CH:21]=[CH:22][C:12]([CH3:11])=[CH:13][CH:14]=1)=[O:5]

Participants

4

Reactant 2

HCID 6942AnthranilamideHCID 1401394-Methylbenzoyl isothiocyanate

Product 1

HCID 667640N-[(2-carbamoylphenyl)carbamothioyl]-4-methylbenzamideYield 98.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred mixture of 5.4 g of 2-aminobenzamide and 200 ml of ether was added dropwise, a solution of 7.5 g of 4-methylbenzoyl isothiocyanate in 100 ml of ether over 30 minutes. After 48 hours, the solid was collected, giving 12.2 g of the desired product as grey crystals, mp 208°-210° C. (dec.).

Workup

  1. additionwas added dropwise
  2. customthe solid was collected

Sources & evidence

ORD record
ord-86efcdbdb17b4b80a7e95de09395ece8
Source dataset
uspto-grants-1991_03
Patent number
US05001157

Reaction notes

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