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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982599Generated: October 25, 2026

Hydrochloric Acid → 2-[(2-chloro-1-oxo-propyl)-amino]-beta-oxo-N-(2-thiazolyl)benzene-propanamide

https://huagongshe.com/reaction/1982599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-AcetamidothiazoleHCID 17625—
Reactant2-(1-Chloroethyl)-4H-3,1-benzoxazin-4-oneHCID 13423079—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-[(2-chloro-1-oxo-propyl)-amino]-beta-oxo-N-(2-thiazolyl)benzene-propanamideHCID 1342308570.5%

Reaction Steps

191 ml of a solution of 1.4 M of n-butyllithium per liter of hexane were added under argon at 0° C. to a solution of 19.05 g of N-(2-thiazolyl)-acetamide in 580 ml of tetrahydrofuran and then a solution of 14.04 g of the product of Step A in 100 ml of tetrahydrofuran were added thereto at -70° to -75° C. The mixture was poured into a mixture of water and 2N hydrochloric acid and the mixture was vacuum filtered. The product was washed with water and dried under reduced pressure to obtain 16.6 g of 2-[(2-chloro-1-oxo-propyl)-amino]-β-oxo-N-(2-thiazolyl)benzene-propanamide melting at 204° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04596875
Source datasetuspto-grants-1986_06
ORD IDord-1ade85ca8e654a92a4da83289edeedb6
Source noteuspto-grants-1986_06