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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470713Generated: October 28, 2026

Methanol → Benzoic acid, 2-amino-3-chloro-, methyl ester

https://huagongshe.com/reaction/1470713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Amino-3-chlorobenzoic acidHCID 80807—
ProductBenzoic acid, 2-amino-3-chloro-, methyl esterHCID 1103051161%

Reaction Conditions

Temperature-5 °C

Reaction Steps

3 ml (0.074 mol) of methanol was added to a 50 ml four-necked flask equipped with a stirrer, a reflux condenser, a thermometer, and a dropping funnel, and 1.43 g (0.012 mol) of thionyl chloride was added dropwise with stirring at −5° C. Then, a mixture of 1.71 g (0.010 mol) of 2-amino-3-chlorobenzoic acid in 2.0 ml (0.049 mol) of methanol was added dropwise with stirring at −5° C. Then, the mixture was stirred at room temperature for 15 hours and at 65° C. for 17 hours. The reaction solution was analyzed by HPLC by the absolute calibration method, and as a result, the yield was 61%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006477B2
Source datasetuspto-grants-2015_04
ORD IDord-130ece94cec94e9aa3911329b7374fa7
Source noteuspto-grants-2015_04