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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374680Generated: October 30, 2026

Water → 2-Amino-3-nitrobenzamide

https://huagongshe.com/reaction/2374680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium HydroxideHCID 14923—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Amino-3-nitrobenzoic acidHCID 219633—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-Amino-3-nitrobenzamideHCID 1079747689%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-amino-3-nitrobenzoic acid (prepared using the procedure as described in U.S. Pat. No. 6,737,421, EXAMPLE 2, part b) in dimethoxyethane (DME, 7.1 mL/g), was added thionyl chloride (1.33 equivalents). The mixture was stirred at 50° C. for 12 hours, cooled and slowly added to concentrated ammonium hydroxide (22 equivalents). The mixture was stirred at 50° C. for 2 hours, water was added, and the mixture was cooled and filtered. The solid was washed with water and isopropanol, and dried under vacuum to give the title compound (89% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462724B2
Source datasetuspto-grants-2008_12
ORD IDord-d001356034684bd9a49b875ee7e1bdd0
Source noteuspto-grants-2008_12