N,O-Dimethylhydroxylamine → 4-(4-chloro-2-nitrophenoxy)-N-methoxy-N-methylbenzamide

Reaction equation

[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[CH:9][CH:8]=2)=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1.[CH3:21][O:22][NH:23][CH3:24]>>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][C:10]([C:11]([N:23]([O:22][CH3:21])[CH3:24])=[O:12])=[CH:9][CH:8]=2)=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1

Participants

Reactant 2

HCID 14232N,O-Dimethylhydroxylamine

HCID 866154944-(4-Chloro-2-nitrophenoxy)benzoyl chloride

Product 1

HCID 787761354-(4-chloro-2-nitrophenoxy)-N-methoxy-N-methylbenzamideYield 100%

Procedure

The product from Example 126c (1.0 g, 3.20 mmol) was reacted with N-methoxymethanamine (391 mg, 6.41 mmol) for 12 h following the procedure from Example 126d giving the title compound (1.03 g, 100%).

Sources & evidence

ORD record: ord-62c089f53e5643a3afe4f373727ef081
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338605B2

Reaction notes

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