2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-1-methyl- → 2-methylamino-5 chloro-N-benzyloxylbenzamide

HRID 650467Notes

Reaction equation

HRID 650467 reaction equation
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:11][N:12]1C(=O)O[C:15](=[O:16])[C:14]2=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=[C:13]12>>[CH3:11][NH:12][C:13]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:14]=1[C:15]([NH:10][O:9][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:16]

Participants

3

Reactant 2

HCID 267242H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-1-methyl-HCID 102312Benzyloxyamine hydrochloride

Product 1

HCID 217121162-methylamino-5 chloro-N-benzyloxylbenzamideYield 50.6%

Procedure

In the same manner as Example 35(a), O-benzylhydroxylamine hydrochloride (1.92 g, 12 mmol) reacted with N-methyl-5-chloro-isatoic anhydride (2.13 g, 10 mmol) to give 2-methylamino-5 chloro-N-benzyloxylbenzamide as a white solid (1.47 g).

Sources & evidence

ORD record
ord-a526a6848e6145489fb6fd207148bb55
Source dataset
uspto-grants-2001_08
Patent number
US06274383B1

Reaction notes

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