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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132979Generated: October 30, 2026

2-Aminophenol → 2-chloro-N-(2-hydroxyphenyl)acetamide

https://huagongshe.com/reaction/132979

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
ReactantAcetonitrileHCID 6342—
ReactantChloroacetyl chlorideHCID 6577—
ReactantSodium BicarbonateHCID 516892—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-chloro-N-(2-hydroxyphenyl)acetamideHCID 350567—

Reaction Conditions

Temperature10 °C

Reaction Steps

109.1 g (1 mol) of 2-aminophenol, 84.1 g (1 mol) of sodium bicarbonate, 900 mL of acetonitrile and 100 mL of water were added under room temperature into a 2 L flask with four inlets and attached with a stirrer and a thermometer. The internal temperature was cool down to 10° C. and 112.9 g (1 mol) of chloroacetyl chloride was added to the solution over a period of 3 hours and stirred for 3 hours at room temperature. Following to the completion of the reaction, 10 mL of methanol was added, and then acetonitrile was distilled out under reduced pressure and the resultant residue was subjected to recrystallization with toluene. Then, salt was taken out in a cleaning process using water to obtain 2-chloroacetyl-2-hydroxyaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390771B2
Source datasetuspto-grants-2008_06
ORD IDord-77dc95c0317e4e03a3db2747c77a5cd5
Source noteuspto-grants-2008_06