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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642393Generated: November 1, 2026

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

https://huagongshe.com/reaction/1642393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chloroacetoacetateHCID 69484—
Reactant2-Amino-5-methylthiazoleHCID 351770—
ReactantHCID 66753592HCID 66753592—
Product7-(chloromethyl)-2-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 1760471663.9%

Reaction Steps

This compound was synthesized from 2-amino-5-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 6.0 g of the desired compound as a black solid; 1H NMR (300 MHz, DMSO-d6) δ 2.43 (s, 3H), 4.58 (s, 2H), 6.39 (s, 1H), 7.87 (s, 1H); ESI-MS (m/z) 215.37 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-e3de6f6f715c42d490a90dd091f0c515
Source noteuspto-grants-2012_02