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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636672Generated: October 25, 2026

Methyl 3-Bromopyruvate → Methyl 2-(4-phenyl-1,2,3-thiadiazol-5-yl)thiazole-4-carboxylate

https://huagongshe.com/reaction/636672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-BromopyruvateHCID 352524—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Phenyl-1,2,3-thiadiazole-5-carbothioamideHCID 18327523—
SolventChlorobenzeneHCID 7964—
ProductMethyl 2-(4-phenyl-1,2,3-thiadiazol-5-yl)thiazole-4-carboxylateHCID 1832752148.8%

Reaction Steps

In 20 ml of chlorobenzene were dissolved 1.1 g (5.0 mmol) of 4-phenyl-1,2,3-thiadiazole-5-carbothioamide and 0.92 g (5.0 mmol) of methyl bromopyruvate. The solution thus obtained was stirred for 3 hours with heating under reflux. After the reaction was completed, the reaction mixture was cooled to room temperature, a saturated aqueous solution of sodium hydrogen carbonate was added thereto, and the objective product was extracted with ethyl acetate. The solvent was distilled off from the extract solution under a reduced pressure, and the residue was purified by silica gel column chromatography using 3:1 mixture of n-hexane and ethyl acetate. Thus, 0.74 g of the objective compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194444B1
Source datasetuspto-grants-2001_02
ORD IDord-5de52b7505404866afc77c4c6bf0c9b3
Source noteuspto-grants-2001_02