ヘテロ環化合物の研究(第36報)Furo[3,2-c]pyrazole誘導体の合成 その4 1,3-Diphenylfuro[3,2-c]pyrazole-5-carboxaldehydeおよびその誘導体の合成

抄録

Synthesis of 1, 3-diphenylfuro [3, 2-c] pyrazole-5-carboxaldehyde (A) by various methods was examined, and Kronke's method and oxidation with tertiary aliphatic amine oxide were found to be the most appropriate methods. Reaction of the aldehyde group in A showed that the reactivity of A was similar to that of aromatic aldehydes in general, like benzaldehyde and 2-furaldehyde, except for benzoin condensation. For example, A afforded a carboxylic acid by oxidation with silver oxide, an alcohol by reduction with sodium borohydride, and a Schiff base with primary amines. The Cannizzaro reaction, Wittig reaction, and aldol condensation of A respectively gave the anticipated products. Antibacterial test in vitro of the synthesized furo [3, 2-c] pyrazole derivatives showed that the condensation product with aminoquanidine had a broad antibacterial spectrum.