Anthranilic Acid → 5,10-Dihydro-11H-dibenzo(b,e)(1,4)diazepin-11-one

HRID 1725444Notes

Reaction equation

HRID 1725444 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[NH2:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=O>>[CH:17]1[C:13]2[C:14](=[O:16])[NH:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[NH:11][C:12]=2[CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 227Anthranilic AcidHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 2013275,10-Dihydro-11H-dibenzo(b,e)(1,4)diazepin-11-oneYield 30.9%

Procedure

2-Fluoronitrobenzene (847 g, 6 mmol) and 2-aminobenzoic acid (274 mg, 2.0 mmol) were reacted according to GP7 to give 130 mg of the title compound (160FE15A).

Sources & evidence

ORD record
ord-e3c331037ede4b168c9e1b29a882db08
Source dataset
uspto-grants-2009_02
Patent number
US07491715B2

Reaction notes

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