Dimethylamine → 5-(Dimethylamino)-2-nitrobenzoic acid

Reaction equation

Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH3:14][NH:15][CH3:16]>>[CH3:14][N:15]([CH3:16])[C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 172865-Chloro-2-nitrobenzoic acid

Product 1

HCID 127157935-(Dimethylamino)-2-nitrobenzoic acid

Procedure

Concretely, 5-chloro-2-nitrobenzoic acid is dissolved in a dimethylamine aqueous solution and heated to produce 5-dimethylamino-2-nitrobenzoic acid. Hydrochloric acid is added to the reaction solution to precipitate out the product as a solid material. The solid material is separated to obtain 5-dimethylamno-2-nitrobenzoic acid almost quantitatively.

Workup

temperatureheated

Sources & evidence

ORD record: ord-d83951711c72435a9bf755e0eb273d0b
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07737274B2

Reaction notes

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