2-Chlorobenzaldehyde → HCID 20026681, compound

Participants

Reaction Steps

2-Chlorobenzaldehyde (0.3 g, 2.12 mmole), N-(pyrid-2-yl)-3-aminocrotonamide (0.38 g, 2.12 mmole) (obtained from N-(pyrid-2-yl)-3-oxobutanamide by reaction with ethanolic ammonia at room temperature for 16 hours) and ethyl 4-[2-(3-methyl-5-phenyl-4H-1,2,4-triazol-4-yl)ethoxy]-3-oxobutanoate (0.7 g, 2.12 mmole) were dissolved in absolute ethanol (25 ml) and the mixture heated under reflux for 5 hours. The solution was cooled and concentrated to dryness under reduced pressure. The residue was chromatographed on silica, eluting with ethyl acetate containing 15% ethanol. Appropriate fractions were combined, concentrated under vacuum and the residue triturated with ethyl acetate to yield the title product as a white amorphous solid (0.23 g, 20%), m.p. 167°-169° C. Found: C,64.92; H,5.61; N,13.39. C33H33ClN6O4 requires C,64.65; H,5.43; N,13.71%.

Provenance & Evidence