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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420038Generated: October 27, 2026

Acetyl chloride → N-(2-acetyl-3,5-dimethoxy-phenyl)-4-isopropylthiazole-2-carboxamide

https://huagongshe.com/reaction/420038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantDiethylaluminum chlorideHCID 7277—
ReactantN-(3,5-dimethoxy-phenyl)-4-isopropylthiazole-2-carboxamideHCID 66650398—
SolventDichloromethaneHCID 6344—
ProductN-(2-acetyl-3,5-dimethoxy-phenyl)-4-isopropylthiazole-2-carboxamideHCID 6665068182%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of Et2AlCl (1.61 g, 12.04 mmol) in DCM at 0° C. was added acetyl chloride (630 mg, 8.02 mmol). The mixture was stirred at 0° C. for 30 min. Compound 41e (1.23 g, 4.01 mmol) was then added and the reaction mixture was stirred at 80° C. for 90 min. The reaction was poured in ice and DCM was added. The organic layers were separated, dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (EtOAc/DCM) to yield compound 42e as a white solid in 82% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093379B2
Source datasetuspto-grants-2012_01
ORD IDord-9236fe8d739f46649f4e3e225dccb2a8
Source noteuspto-grants-2012_01