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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919353Generated: November 4, 2026

Diethyl bromomalonate → 5-Thiazolecarboxylic acid, 4-hydroxy-2-methyl-, ethyl ester

https://huagongshe.com/reaction/1919353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl bromomalonateHCID 69637—
ReactantThioacetamideHCID 2723949—
SolventTolueneHCID 1140—
Product5-Thiazolecarboxylic acid, 4-hydroxy-2-methyl-, ethyl esterHCID 13574198626%

Reaction Steps

To a solution of thioacetamide (17.2 g, 0.229 mol) in toluene (130 mL) was added diethyl bromomalonate (55.0 g, 0.230 mol) and the mixture heated at reflux for 3 h. The reaction mixture was cooled to RT, filtered through Celite, then concentrated in vacuo. The resultant solid was triturated with hexane to give the title compound as a yellow solid (11.0 g, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168633B2
Source datasetuspto-grants-2012_05
ORD IDord-54a6f51047694fc7aacf05a12185afd3
Source noteuspto-grants-2012_05