Methanol → HCID 19915229, compound

Participants

Reaction Steps

A mixture of 20.5 g (0.057 mole) of N,N'-bis(3,5-dimethoxybenzoyl)hydrazine in 125 ml of phosphorus oxychloride was heated to reflux temperature. All material dissolved after a short time and the solution was held at reflux for 1 hr. before it was cooled and slowly poured into water. The damp precipitate was stirred with 250 ml of boiling methanol before the mixture was cooled and filtered to give 16.3 g (84%) of crude 2,5-bis(3,5-dimethoxyphenyl)-1,3,4-oxadiazole, mp 167°-170° C.; Crystallization of a small sample from methanol gave mp 173°-175° C. 1H NMR(acetone-d6): 3.98 (s, 12H), 6.83 (m, 2H), 7.43 (m, 4H). Anal. Calcd. for C18H18N2O5 : C, 63.15; H, 5.30; N, 8.18. Found: C, 62.73; H, 5.34; N, 7.98.

Provenance & Evidence