Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

A stirred mixture of 3-(theophyllin-7-yl)propyl bromide (3.0 g., 0.01 mole), tryptamine base (1.60; 0.01 mole) and potassium carbonate (4 g; 0.029 mole) in dry dimethylformamide (50 cc.) was heated, under a dry nitrogen blanket, in an oil-bath maintained at 75° for 17.5 hours. After cooling, the dark mixture was diluted with water (200 cc.) and extracted with dichloromethane (2×50 cc.). The combined extracts were washed with water (2×100 cc.) and dried (MgSO4). Filtration and evaporation gave a syrup which was dissolved in a little ethanol and acidified with ethanolic hydrogen chloride. After cooling, the precipitated crystals were filtered off and washed well with ethanol and ethyl acetate to give the title compound hydrochloride, m.p. 273°-274° C. (dec.) (partial decomposition above 265° C.). The product may also be designated as 3,7-dihydro-7-[3-[[2-(1H-indol-3-yl)ethyl]amino]propyl]-1,3-dimethyl-1H-purine-2,6-dione,hydrochloride. The yield was 1.99 g.

Provenance & Evidence