Acetic Acid → HCID 11303733, compound

Participants

Reaction Steps

A solution of 2.70 g (7.5 mmol) of 1-[[2-(Diethylamino)ethyl]amino]-7-methoxy-9H-thioxanthen-9-one in 135 ml of 37% formalin containing 2.7 ml of N acetic acid was heated on the steam bath for 4 hr, cooled and made alkaline with 10N NaOH solution. The suspension was taken up in CHCl3. The extract was evaporated to dryness and covered with CHCl3. The extract was evaporated to dryness and covered with C2H5OH. The "dimer" separated: yield 400 mg. It was recrystallized from 2-methoxy-ethanol. The filtrate was evaporated to dryness to leave an oil, which, after chromatography on silica gel with CHCl3 -CH3OH as the eluant, furnished 1.30 g (44.5%) of the desired product, mp 103°-105° C. after crystallization from ethyl acetate-petroleum ether.

Provenance & Evidence