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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263123Generated: October 31, 2026

Dimethylformamide → Tert-butyl 4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/2263123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhenacyl bromideHCID 6259—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 4-carbamothioylpiperidine-1-carboxylateHCID 2735648—
SolventWaterHCID 962—
ProductTert-butyl 4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxylateHCID 6710929555.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of tert-butyl 4-(aminocarbonothioyl)piperidine-1-carboxylate (1.00 g, 7.24 mmol), 2-bromoacetophenone (1.58 g, 7.96 mmol), potassium carbonate (1.00 g, 7.24 mmol) and N,N-dimethylformamide (30 ml) was stirred at 110° C. for 1.5 hours. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=1:1) to obtain the desired product (1.38 g, 55.2%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-456f5b70f02a4089afc513f701048882
Source noteuspto-grants-2010_12