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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913934Generated: October 25, 2026

Water → 2-Amino-5-chloro-3-nitrobenzoic acid

https://huagongshe.com/reaction/913934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorosuccinimideHCID 31398—
Reactant2-Amino-3-nitrobenzoic acidHCID 219633—
SolventAcetic AcidHCID 176—
Product2-Amino-5-chloro-3-nitrobenzoic acidHCID 232055—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-amino-3-nitrobenzoic acid (1 g, 5.5 mmol) in acetic acid (5 mL) at room temperature was added N-chlorosuccinimide (0.953 g, 7.14 mmol). The reaction was sealed and heated via microwave for 2 h at 80° C. The resulting mixture was poured into water (ca. 20 mL), cooled to 0° C., and the product collected by filtration. 1H-NMR (2:1 CDCl3/CD3OD, 500 MHz) δ 8.24 (d, J=2.7 Hz, 1H), 8.14 (d, J=2.8 Hz, 1H); 13C NMR (126 MHz, 2:1 CDCl3/CD3OD) δ ppm 167.8, 145.7, 139.6, 132.8, 130.9, 118.5, 116.1. Mass spec.: 215.18 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026257B2
Source datasetuspto-grants-2011_09
ORD IDord-aab035c609d44370b34df542e5304dbd
Source noteuspto-grants-2011_09