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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182118Generated: October 26, 2026

Pyridine → Phenyl 5-ethyl-1,3,4-thiadiazol-2-ylcarbamate

https://huagongshe.com/reaction/1182118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl chloroformateHCID 15891—
Reactant2-Amino-5-ethyl-1,3,4-thiadiazoleHCID 26444—
SolventDichloromethaneHCID 6344—
ProductPhenyl 5-ethyl-1,3,4-thiadiazol-2-ylcarbamateHCID 66876196—

Reaction Steps

A solution of 5-Ethyl-[1,3,4]thiadiazol-2-ylamine (2.5 g, 19.4 mmol) and pyridine (1.72 ml, 21.3 mmol) in dichloromethane (70 ml) is cooled to −70° C. and treated with a solution of phenylchloroformate (2.45 ml, 19.6 mmol) in dichloromethane (10 ml) dropwise. The reaction mixture is allowed to warm to ambient temperature and stirred for 3 hours during which a precipitate forms. The precipitate is collected by filtration, and dried under vacuum to afford (5-Ethyl-[1,3,4]thiadiazol-2-yl)-carbamic acid phenyl ester as white solid. [M+H] 250.15

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-8591886e53384eb2be27eb0b9706c3b2
Source noteuspto-grants-2007_10