Barbituric Acid → HCID 45137913, compound

Participants

Reaction Steps

A mixture of barbituric acid (1.28 g; 0.01 mol) and methyl 4-((3-formyl-1H-indol-1-yl)methyl)benzoate (2.93 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 (2) as a yellow crystalline product; m.p. >300° C.; 1H NMR (DMSO-d6): δ 3.82 (s, 3H), 5.79 (s, 2H), 7.33-7.36 (m, 2H), 7.40-7.42 (d, 2H), 7.61-7.63 (m, 1H), 7.91-7.93 (m, 1H), 7.94-7.95 (d, 2H), 8.68 (s, 1H), 9.62 (s, 1H), 11.06 (bs, 1H), 11.14 (bs, 1H); 13C NMR (DMSO-d6): δ 49.9, 52.1, 109.2, 110.7, 111.8, 117.8, 122.9, 123.7, 127.4, 129.0, 129.5, 129.6, 136.2, 141.4, 141.7, 142.6, 150.1, 162.8, 164.1, 165.5.

Provenance & Evidence