Isopropanol → HCID 86737898, compound

Participants

Reaction Steps

A suspension of 1.42 g. of trans-3-(6,8-diisopropyl-4-oxo-4H-quinazolin-3-yl)-2-propenoic acid and 1.36 g. of 2-(diethylamino)ethyl chloride in 150 ml. of isopropyl alcohol was stirred and heated at reflux for 16 hours. The reaction mixture was concentrated in vacuo and then partitioned between methylene chloride and saturated sodium bicarbonate solution. The methylene chloride layer was dried (sodium sulfate) and concentrated in vacuo to yield 1.20 g. of an oil. The oil was dissolved in 5 ml. of methylene chloride and treated with a solution of 0.35 g. of maleic acid in 25 ml. of ether. After concentration in vacuo, the residue was crystallized from isopropyl alcohol-ether to give trans-3-(6,8-diisopropyl-4-oxo-4H-quinazolin)-3-yl)-2-propenoic acid, 2-(diethylamino)ethyl ester maleate, mp 81°-83°.

Provenance & Evidence