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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212352Generated: October 30, 2026

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

https://huagongshe.com/reaction/2212352

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 numberUS07101899B1
Source datasetuspto-grants-2006_09
ORD IDord-d7aec1ab3c48415785ec569a6081e1ac
Source noteuspto-grants-2006_09