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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062635Generated: November 4, 2026

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

https://huagongshe.com/reaction/1062635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
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]benzamideHCID 2228222726%

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 (20 mL) was added benzoyl chloride (0.30 g, 2.15 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 (0.18 g, yield 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06962933B1
Source datasetuspto-grants-2005_11
ORD IDord-d747c79a46b2415f93d1d5bd6ec6dbbd
Source noteuspto-grants-2005_11