Acryloyl chloride → HCID 18952360, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-chloro-4-(dimethylamino)-8-quinazolinol (0.65 g, 2.91 mmol) in N,N-dimethylformamide is treated in a single portion with a 60% sodium hydride dispersion in mineral oil (0.13 g, 3.25 mmol) at 50° C., stirred for 10 minutes, cooled to 10° C., treated with a solution of acryloyl chloride (0.29 g, 3.20 mmol) in tetrahydrofuran, stirred for 1 hour and diluted with ethyl acetate. The organic solution is washed sequentially with water and brine, dried over Na2SO4 and concentrated in vacuo to obtain a residue. Chromatography of the residue using silica gel and an ethyl acetate/heptane mixture gives the title product as a white solid, 0.42 g, mp 95°-100° C.

Provenance & Evidence