Anthranilamide → HCID 730237, compound

HRID 359525Notes

Reaction equation

HRID 359525 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[C:11]([N:19]=[C:20]=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[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:20](=[S:21])[NH:19][C:11](=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:5]

Participants

4

Reactant 2

HCID 6942AnthranilamideHCID 68284Benzoyl isothiocyanate

Product 1

HCID 730237HCID 730237, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred mixture of 13.6 g of 2-aminobenzamide and 200 ml of ether Was added dropwise, a solution of 16.3 g of benzoyl isothiocyanate in 100 ml of ether over 30 minutes. After standing 48 hours, the solid Was collected, giving 28.4 g of the desired product as grey crystals, mp 190°-192° C.

Workup

  1. additionWas added dropwise
  2. customthe solid Was collected

Sources & evidence

ORD record
ord-76d35e2a2afa429996c67452b593be6b
Source dataset
uspto-grants-1991_03
Patent number
US05001157

Reaction notes

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