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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978862Generated: November 2, 2026

Thiophosgene → Methyl 4-isothiocyanatothiophene-3-carboxylate

https://huagongshe.com/reaction/1978862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-aminothiophene-3-carboxylate HydrochlorideHCID 2777609—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-isothiocyanatothiophene-3-carboxylateHCID 23259576—

Reaction Steps

19.4 g of methyl 4-aminothiophen-3-carboxylate hydrochloride were added to a suspension of 7.7 ml of thiophosgene and 18.5 g of sodium bicarbonate in 70 ml of water and 200 ml of dichloromethane at room temperature in the course of 30 minutes, and stirring was carried out for 1 hour at room temperature. After separation of the phases, the aqueous phase was extracted once with dichloromethane and the combined organic phases were washed once with water, dried over sodium sulfate and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239074B1
Source datasetuspto-grants-2001_05
ORD IDord-ac2311a495f74cd18536f858cc4d5028
Source noteuspto-grants-2001_05