Beta-Alanine → HCID 77519879, compound

Participants

Reaction Steps

0.69 g, of 5-iodo vaniline, 0.5 g N-3-phenyl-n-propyl cyanoacetamide and 50 mg β-alanine in 30 ml ethanol were refluxed 5 hours. Evaporation gave an oil which was triturated with benzene-hexane and filtered to give 3-(4-hydroxyl-3-iodo-5-methoxyphenyl-2[(3-phenyl-n-propyl)aminocarbonyl acrylnitrile as a bright yellow solid (0.82 g, 71% yield, mp-83° C.). (3-methoxy 4 hydroxy 5-iodo α-cis cinnamone (3'phenyl propane) amide). (Should be kept solid and protected from light. Material in solution, 2 weeks at room light deteriorated partially.) NMR CDCl3 δ 8.12(1H,S), 7.75(1H,d,J=2.0 Hz), 7.68 (1H,d,J=2.0 Hz), 7.30-7.10(5H,m), 3.96 (3H,S,OCH3), 3.45 (2H,q,J=6.0 Hz), 2.70 (2H,t,J=6.0 Hz), 1.95 (2H, quin, J=6.0 Hz). MS-462 (M+, 53), 357 (M--CH2)3Ph,18), 335(M-I,100), 327(M--NH(CH2), Ph, 31), m/e.

Provenance & Evidence