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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062634Generated: November 3, 2026

Phenylacetyl chloride → N-[4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]-2-phenylacetamide

https://huagongshe.com/reaction/1062634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyl chlorideHCID 7679—
ReactantSodium BicarbonateHCID 516892—
Reactant[4-(3,5-Dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl)amineHCID 9925734—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylacetamideHCID 31374—
ProductN-[4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]-2-phenylacetamideHCID 2228223146%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of [4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]amine (0.51 g, 1.8 mmol) and 4-dimethylaminopyridine (0.06 g, 0.52 mmol) in N,N-dimethylacetamide (15 mL) was added 2-phenylacetyl chloride (0.32 g, 2.0 mmol) and the mixture was stirred at 80° C. for 14 h. To the reaction mixture was poured aqueous sodium hydrogencarbonate solution and the precipitated solid was collected by filtration. The obtained solid was washed with water and dried. The crude crystals were recrystallized from ethanol to give the title compound (0.33 g, yield 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06962933B1
Source datasetuspto-grants-2005_11
ORD IDord-302b51f7fa894863b436dc9b2c8eb79b
Source noteuspto-grants-2005_11