Studies on Heterocyclic Compounds. XXXV. Synthesis of Furo [3, 2-c] pyrazole Derivatives. (3). Synthesis of 5-Bromomethyl-1, 3-diphenylfuro [3, 2-c] pyrazole and Its Derivatives

Abstract

In order to examine the biological activity of furo [3, 2-c] pyrazole derivatives, synthesis of some such derivatives was carried out. Bromination of 5-methyl-1, 3-diphenylfuro-[3, 2-c] pyrazole gave the 5-bromomethyl compound (A) which was used as the starting material for the syntheses of 1, 3-diphenylfuro [3, 2-c] pyrazol-5-yl methyl ethers, 1, 3-diphenylfuro [3, 2-c] pyrazol-5-ylmethylamines, 1, 3-diphenylfuro [3, 2-c] pyrazole-5-acetic acid, and 1, 3-diphenylfuro [3, 2-c] pyrazol-5-ylvinylenes. Satisfactory antibacterial activity in vitro against Staphylococcus, Escherichia coli, Shigella flexneri, Mycobacterium tuberculosis, Candida albicans, and Trichophyton mentagrophytes was found in 5-methylaminomethyl-1, 3-diphenylfuro [3, 2-c] pyrazole, 5-(1-pyrrolidinylmethyl)-1, 3-diphenylfuro [3, 2-c] pyrazole, and 5-(4-methyl-1-piperazinylmethyl)-1, 3-diphenylfuro [3, 2-c] pyrazole.