Barbituric Acid → HCID 45102609, compound

Participants

Reaction Steps

A mixture of barbituric acid (1.28 g; 0.01 mol) and 4-((3-formyl-1H-indol-1-yl)methyl)benzonitrile (2.60 g; 0.01 mol) in methanol (50 ml) were stirred at room temperature. After 10 min the reaction mixture became a solid suspension and the color of reaction mixture changed to yellow color solid suspension. The suspension continued to stir at room temperature for 5 hrs. Solid product was separated by filtration and washed several times with cold methanol (3×5 ml). The isolated yellow solid recrystallized from methanol gave (1) as a yellow crystalline product; m.p. >300° C.; 1H NMR (DMSO-d6): δ 5.81 (s, 2H), 7.33-7.36 (m, 2H), 7.43-7.45 (d, 2H), 7.61-7.64 (m, 1H), 7.82-7.84 (d, 2H), 7.90-7.93 (m, 1H), 8.68 (s, 1H), 9.63 (s, 1H), 11.07 (bs, 1H), 11.15 (bs, 1H); 13C NMR (DMSO-d6): δ 49.7, 109.4, 110.5, 110.8, 111.8, 117.9, 118.4, 123.0, 123.8, 128.0, 129.6, 132.6, 136.1, 141.7, 141.8, 142.6, 159.2, 162.9, 164.1.

Provenance & Evidence