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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178595Generated: November 1, 2026

Acetyl chloride → N-[5-(2-BENZOYLAMINO-4-PYRIDYL)-4-(3,5-DIMETHYLPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDE

https://huagongshe.com/reaction/1178595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantSodium BicarbonateHCID 516892—
ReactantN-[4-[2-AMINO-4-(3,5-DIMETHYLPHENYL)-1,3-THIAZOL-5-YL]-2-PYRIDYL]BENZAMIDEHCID 9952828—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylacetamideHCID 31374—
ProductN-[5-(2-BENZOYLAMINO-4-PYRIDYL)-4-(3,5-DIMETHYLPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDEHCID 991121330.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

Acetyl chloride (0.26 mL, 3.7 mmol) and 4-dimethylaminopyridine (0.09 g, 0.76 mmol) were added to a solution of N-[4-[2-amino-4-(3,5-dimethylphenyl)-1,3-thiazol-5-yl]-2-pyridyl]benzamide (0.96 g, 2.4 mmol) in N,N-dimethylacetamide (20 mL) and the mixture was stirred at 70° C. for 16 hours. After the reaction mixture was cooled to room temperature, a saturated aqueous solution of sodium hydrogencarbonate (50 mL) was added. The resulting crude crystals were collected by filtration and washed with water. The crude crystals were recrystallized from ethyl acetate to obtain 0.32 g (yield 30%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07276527B2
Source datasetuspto-grants-2007_10
ORD IDord-456e231578e040c39393f24f036b1189
Source noteuspto-grants-2007_10