Acetic Acid → HCID 13390402, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-(2,4-dichlorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butyrimidic acid ethyl ester free base (546 mg), aminoacetaldehyde diethylacetal (234 mg) and acetic acid (210 mg) in tetrahydrofuran (4 ml) was heated under reflux for 2 hours. Hydrochloric acid (4 ml, 5N) was added and the mixture heated to 70° C. for 30 minutes. The mixture was diluted with saturated sodium carbonate to pH8 and extracted with ethyl acetate (3×20 ml). The organic extracts were dried over magnesium sulphate and evaporated to yield a gum which was chromatographed on silica eluting with a mixture of methylene chloride, isopropanol and concentrated ammonium hydroxide (85:15:1 by volume). Fractions containing the desired product were pooled and evaporated to yield a gum which solidified on trituration with diethyl ether (246 mg). Recrystallisation from isopropanol gave the title compound as colourless crystals m.p. 168°-170° C. Found: C,49.8; H,3.9; N,20.9. C14H13Cl2N5O requires C,49.7; H,3.9; N,20.7%.

Provenance & Evidence