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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725598Generated: November 2, 2026

Chloroacetyl chloride → 2-(Chloromethyl)benzothiazole

https://huagongshe.com/reaction/1725598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactant2-AminothiophenolHCID 8713—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-(Chloromethyl)benzothiazoleHCID 30497865%

Reaction Steps

Chloroacetyl chloride (81.6 ml) is added dropwise to a solution composed of 2-aminothiophenol (112 ml, 1.04 mol), dichloromethane (1.2 l) and three drops of dimethylformamide, while the temperature is kept below 40° C. After stirring for 18 hours, the precipitate formed is filtered off by suction and then dissolved in a minimum amount of water. This aqueous phase is extracted with pentane and the extracts are concentrated under vacuum at room temperature, giving 120 g (65%) of a flaky solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491733B2
Source datasetuspto-grants-2009_02
ORD IDord-ad18f4541d5f435983ecafee418d7d7d
Source noteuspto-grants-2009_02