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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896332Generated: November 1, 2026

Ethyl 4-chloroacetoacetate → 7-(chloromethyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/1896332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chloroacetoacetateHCID 69484—
Reactant2-Amino-4-methylthiazoleHCID 74143—
Product7-(chloromethyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 435413485.3%

Reaction Steps

This compound was synthesized from 2-amino-4-methyl thiazole (5.0 g, 43.710 mmol) and ethyl chloroacetoacetate (9.893 g, 59.561 mmol) in polyphosphoric acid (40.0 g) according to the procedure described in Step 1, Intermediate 2 to afford 8.0 g of the desired compound as a black solid; 1H NMR (300 MHz, DMSO-d6) δ 2.67 (s, 3H), 4.53 (s, 2H), 6.27 (s, 1H), 7.05 (s, 1H); ESI-MS (m/z) 215.39 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518955B2
Source datasetuspto-grants-2013_08
ORD IDord-7e98f51fdf034bcdb39d63ad2acf32ac
Source noteuspto-grants-2013_08