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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65032Generated: October 25, 2026

Ethyl 3-chloro-3-oxopropionate → 2-Ethoxycarbonylacetylamino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole

https://huagongshe.com/reaction/65032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-chloro-3-oxopropionateHCID 118931—
Reactant2-Thiazolamine, 4-(4-methoxyphenyl)-5-(3-pyridinyl)-HCID 3024894—
ReactantSodium hydrochlorideHCID 23872008—
SolventDimethylformamideHCID 6228—
Product2-Ethoxycarbonylacetylamino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazoleHCID 980094761%

Reaction Steps

In 5 ml of dimethylformamide was dissolved 1 g of 2-amino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole. To the solution was added under ice-cooling 580 mg of ethoxycarbonylacetylchloride. The mixture was stirred for 30 minutes, to which was then added a saturated aqueous solution of sodium hydrogen chloride. The resultant was subjected to extraction with ethyl acetate. The organic layer was washed with water, dried and concentrated, followed by recrystallization from tetrahydrofuran to give 850 mg (61%) of 2-ethoxycarbonylacetylamino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole, m.p. 202°-203° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612321
Source datasetuspto-grants-1986_09
ORD IDord-cc950e1f0a1b4feeaab27ac04899405e
Source noteuspto-grants-1986_09