2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro- → 2-amino-5-nitro-N-benzyloxylbenzamide

HRID 650468

Reaction equation

HRID 650468 reaction equation
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[N+:11]([C:14]1[CH:25]=[C:18]2[C:19](OC(=O)[NH:23][C:17]2=[CH:16][CH:15]=1)=[O:20])([O-:13])=[O:12]>>[NH2:23][C:17]1[CH:16]=[CH:15][C:14]([N+:11]([O-:13])=[O:12])=[CH:25][C:18]=1[C:19]([NH:10][O:9][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:20]

Participants

3

Reactant 2

HCID 208212H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-HCID 102312Benzyloxyamine hydrochloride

Product 1

HCID 217121112-amino-5-nitro-N-benzyloxylbenzamideYield 71%

Procedure

In the same manner as Example 35(a), O-benzylhydroxylamine hydrochloride (0.52 g, 3.25 mmol) reacted with 5-nitro-isatoic anhydride (0.52 g, 2.5 mmol) to give 2-amino-5-nitro-N-benzyloxylbenzamide as a yellow solid (0.51 g).

Sources & evidence

ORD record
ord-c1a6afb811d340a0ad39c2f3005fc056
Source dataset
uspto-grants-2001_08
Patent number
US06274383B1

Linked notes

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