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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642402Generated: October 26, 2026

Ethyl 4-chloroacetoacetate → 2-chloro-7-chloromethyl-5H-thiazolo[3,2-a]pyrimidine-5-one

https://huagongshe.com/reaction/1642402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chloroacetoacetateHCID 69484—
Reactant2-Amino-5-chlorothiazole hydrochlorideHCID 148743—
ReactantHCID 66753592HCID 66753592—
Product2-chloro-7-chloromethyl-5H-thiazolo[3,2-a]pyrimidine-5-oneHCID 13105850124.1%

Reaction Steps

Step 1: This compound was prepared according to the procedure outlined in Intermediate 2, Step 1 using 5-chloro-1,3-thiazol-2-amine hydrochloride (3.01 g, 17.482 mmol) polyphosphoric acid (81.0 g) and ethyl chloroacetoacetate (4.03 g, 24.475 mmol) to afford 5.1 g of the desired compound as a brown solid: 1H NMR (300 MHz, DMSO-d6) δ 4.55 (s, 2H), 6.45 (s, 1H), 8.31 (s, 1H); ESI-MS (m/z) 235.57 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-35dee39824ed4e0aaacfe955fbbb939c
Source noteuspto-grants-2012_02