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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1153796Generated: October 25, 2026

Hydrochloric Acid → 2-(2-chloro-2-phenylacetamido)-beta-oxo-N-(2-thiazolyl)-3-trifluoromethyl-benzene-propanamide

https://huagongshe.com/reaction/1153796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
Reactant2-AcetamidothiazoleHCID 17625—
Reactant2-chlorobenzyl-8-trifluoromethyl-4H-1,3-benzoxazin-4-oneHCID 20145688—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
Product2-(2-chloro-2-phenylacetamido)-beta-oxo-N-(2-thiazolyl)-3-trifluoromethyl-benzene-propanamideHCID 13423082—

Reaction Conditions

Temperature-70 °C

Reaction Steps

28.6 ml of a solution of 1.4 moles of n-butyllithium per liter of hexane were added at 0° C. to a solution of 2.84 g of N-(2-thiazolyl)-acetamide in 100 ml of tetrahydrofuran and 3.39 g of the product of Step A were added to the mixture cooled to -70° C. The mixture was poured into ice and N hydrochloric acid and was extracted with ether. The organic phase was washed successively with N-hydrochloric acid and with water, dried and evaporated to dryness under reduced pressure. The residue was empasted with 50 ml of ether and was vacuum filtered. The product was washed and dried under reduced pressure at 50° C. to obtain 3.2 g of 2-(2-chloro-2-phenylacetamido)-β-oxo-N-(2-thiazolyl)-3-trifluoromethyl-benzenepropanamide melting at 185° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04486438
Source datasetuspto-grants-1984_12
ORD IDord-19429f919282462c93d519f38e68c608
Source noteuspto-grants-1984_12