Acetic Acid → HCID 14257882, compound

Participants

Reaction Conditions

Reaction Steps

1,3-Dimethyl-8-(4-cyanophenyl)xanthine hydrate was prepared by treatment of 1,3-dimethyl-5,6-diaminouracil hydrate (9.0 g, 52.9 mmol) with 4-cyanobenzaldehyde (6.9 g, 52.7 mmol) in ethanol (700 ml) in the presence of acetic acid (3 ml) at reflux for 5 hours. The reaction mixture was cooled to 0° C. and the resulting precipitate was collected. The crude iminouracil was dissolved in ethylene glycol dimethyl ether (700 ml) and treated with DEAD (11 ml) at reflux for 4 hours. The reaction mixture was cooled to 0° C. and the resulting precipitate was collected and recrystallized from 4:4:2 methanol:ethyl acetate:water. mp.>300° C. IR (KBr) 3412, 3320, 2965, 2936, 2877, 1680, 1604, 1512 cm-1. Anal. Calcd. for C14H11N5O2.H2O. C,56.18, H, 4.37; N, 23.40. Found: C, 56.20; H, 4.04; N,23.17.

Provenance & Evidence