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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425233Generated: October 29, 2026

Thionyl Chloride → 5-Chlorothiophene-2-carbonyl Chloride

https://huagongshe.com/reaction/425233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-Chloro-2-thiophenecarboxylic acidHCID 95048—
SolventTolueneHCID 1140—
Product5-Chlorothiophene-2-carbonyl ChlorideHCID 589223—

Reaction Conditions

Temperature80 °C

Reaction Steps

53.6 g of 5-chlorothiophene-2-carboxylic acid (commercially available) are suspended in 344 g of toluene and heated to 80° C. At this temperature, 47.2 g of thionyl chloride are added dropwise over a period of 20 minutes, then the mixture is stirred at from 75 to 80° C. for 30 minutes and then at reflux temperature for two hours until completion of gas evolution. After cooling, the reaction mixture is concentrated to a volume of approx. 200 ml at from 30 to 35° C. and a pressure of from 40 to 48 mbar. The thus obtained solution of the acid chloride in toluene is reacted directly in the next stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106192B2
Source datasetuspto-grants-2012_01
ORD IDord-e2a35c726dad4feda65b4660503fc26a
Source noteuspto-grants-2012_01