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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1732942Generated: November 1, 2026

Hydrochloric Acid → 3-Hydroxy-thiophene-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1732942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantSulfuryl chlorideHCID 24648—
ReactantHCID 54440692HCID 54440692—
SolventDichloromethaneHCID 6344—
Product3-Hydroxy-thiophene-2-carboxylic acid methyl esterHCID 58112782%

Reaction Steps

80 Parts of 3-hydroxy-dihydrothiophene-2-carboxylic acid methyl ester are dissolved in 250 parts by volume of methylene chloride. 67.5 parts of sulfuryl chloride in 100 parts by volume of methylene chloride are added in the course of one hour at from 0° to 5° C., whilst passing nitrogen into the mixture. The mixture is then stirred for 2 hours at from 0° to 5° C. 50 parts of triethylamine are then added at from 0° to 5° C. and the pH is brought to 7.5 with more triethylamine. The mixture is stirred for 2 hours at 0° C. and is then brought to pH 5 by means of 10 percent strength by weight hydrochloric acid. The mixture is separated into its phases and the organic phase is washed with twice 100 parts by volume of saturated sodium chloride solution, dried, concentrated and distilled. 65 parts (82% of theory) of 3-hydroxy-thiophene-2-carboxylic acid methyl ester of boiling point 68°-73° C./0.4 mbar and melting point 42°-43° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04239897
Source datasetuspto-grants-1980_12
ORD IDord-383bc0b834e4424bb49ae477fa2a033d
Source noteuspto-grants-1980_12