Anthranilamide → 2-[(4-Methoxybenzoyl)carbamothioylamino]benzamide

HRID 359527Notes

Reaction equation

HRID 359527 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][O:12][C:13]1[CH:23]=[CH:22][C:16]([C:17]([N:19]=[C:20]=[S:21])=[O:18])=[CH:15][CH:14]=1>CCOCC>[NH2:6][C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[NH:1][C:20](=[S:21])[NH:19][C:17](=[O:18])[C:16]1[CH:22]=[CH:23][C:13]([O:12][CH3:11])=[CH:14][CH:15]=1)=[O:5]

Participants

4

Reactant 2

HCID 6942AnthranilamideHCID 1401364-Methoxybenzoyl isothiocyanate

Product 1

HCID 8928142-[(4-Methoxybenzoyl)carbamothioylamino]benzamideYield 833%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred mixture of 7.5 g of 2-aminobenzamide and 150 ml of ether was added dropwise, a mixture of 1.0 g of 4-methoxybenzoyl isothiocyanate in ether over 15 minutes. After stirring overnight, the solid was collected, giving 14.2 g of the desired product as grey crystals, mp 193°-196° C.

Workup

  1. additionwas added dropwise
  2. customthe solid was collected

Sources & evidence

ORD record
ord-b5eb73a0104f4a2696ff74b22d8f3ea4
Source dataset
uspto-grants-1991_03
Patent number
US05001157

Reaction notes

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