Methane → bis(7-methyl-N-(4-propan-2-ylphenyl)-3H-imidazo[4,5-f]quinolin-9-amine);hydrate;dihydrochloride

Participants

Reaction Steps

A mixture of the compound of Example I, C. (32.1 g., 0.148 mole), p-isopropylaniline (20 g., 0.148 mole) and ethanol (300 ml.) was stirred while heating at reflux for 4 hours. The mixture was chilled and the crystals were collected by filtration and dried at 60°C to yield 3.6 g. off-white crystals, m.p. 215°-230°C. The filtrate was concentrated to 150 ml. by rotary evaporator and chilled. The solid was collected and dried to yield 29.7 g. off white crystals, m.p. 249°-256°C. A third crop was collected and dried to yield 7.1 g. off white crystals, m.p. 249°-256°C. Crop I was dissolved in isopropanol (900 ml.), treated with charcoal and filtered while hot. The filtrate was concentrated to 50 ml. The grayish mixture was chilled for several hours and the crystals were collected and dried to yield 0.1 g. gray crystals, m.p. 224°-232°C - discarded. A second crop was collected and dried to yield 0.3 g. yellow crystals, m.p. 248°-254°C.

Provenance & Evidence