Synthesis of biologically active novel bis Schiff bases, bis hydrazone and bis guanidine derivatives

A number of bis Schiff′s bases 3a-d have been synthesized by condensation of 2,4,8,10 tetraoxaspiro[5,5]undecane 3,9dipropanamine 1 with furfural, indole-3-aldehyde, 2-acetylpyridine, 4-acetylpyridine and 5a-c by condensation of 1,4-bis (3-aminopropyl) piperazine 4 with indole-3-aldehyde, 2-acetylpyridine, 4-acetylpyridine, in high yields by using microwave irradiation. Bis hydrazone derivatives 8a-c are obtained by condensation of 2,6-diacetylpyridine 7 with various arylsulfonylhydrazides using microwave irradiation. A number of bis guanidine derivatives 11a-j are synthesized by condensation of 1,3-diaminoguanidine monohydrochloride 10 with various aldehydes 9a-c and ketones 9d-j. The structures assigned to these purified compounds i.e 3a-d, 5a-c, 8a-c, and 11a-j, are supported by correct spectral data and elemental analysis. Anti-inflammatory activities of 3b and 11e are comparable to standard drug phenyl butazone. Analgesic activities of 11e and 3b are compared with phenyl butazone and 3b showed better activity then phenyl butazone.