Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560287Generated: October 30, 2026

Methyl 2-chloroacetoacetate → methyl 2-amino-4-methylthiazole-5-carboxylate

https://huagongshe.com/reaction/560287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-chloroacetoacetateHCID 107332—
ReactantThioureaHCID 2723790—
SolventEthanolHCID 702—
Productmethyl 2-amino-4-methylthiazole-5-carboxylateHCID 713653—

Reaction Steps

A mixture of thiourea (59.8 mmol) and 2-chloro-3-oxo-butyric acid methyl ester (59.8 mmol) in EtOH (140 mL) is heated at reflux for 14 h and concentrated in vacuo. Water and aq. NaHCO3 are added and the mixture is extracted several times with EtOAc. The combined organic layers are dried and concentrated in vacuo to give the desired amino-thiazole derivative. LC-MS: tR=0.51 min; [M+H]+=173.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063099B2
Source datasetuspto-grants-2011_11
ORD IDord-9d994200acd7423e964e7b075f97d376
Source noteuspto-grants-2011_11