The synthesis of azole derivatives from 3-[(4-methylphenyl)amino]-propanehydrazide and its N'-phenylcarbamoyl derivatives, and their antibacterial activity

摘要

5-[2-[(4-Methylphenyl)amino]ethyl]-1,3,4-oxa-diazol-2(3H)-thione, 5-[2-[(4-methylphenyl)arnino]ethyl]-1,3,4-oxadiazol-2(3H)-one,N-(2,5-dimethyl-1H-pyrrol-1-yl)-3-[(4-methylphenyl)amino]propanamide, and a series of N-[(phenylcarbamoyl)amino]-3-[(4-methylphenyl)amino]-propanamides and 3-[(4-methylphenyl)(phenylcarbamoyl)-amino]-N-[(phenylcarbamoyl)ammo]propanarnides, and their thio analogues were synthesized from 3-[(4-methylphenyl)-aminojpropanehydrazide. 1,3,4-Oxadiazole-2(3H)-thione was converted to 4-amino-2,4-dihydro-5-[2-[(4-methylphenyl)-amino]ethyl]-3H-1,2,4-triazole-3-thione, whereas cyclization of N'-phenylcarbamoyl derivatives provided thiazole, oxadi-azoles, and thiadiazole, as well as triazole derivatives. Two of the synthesized compounds exhibited good antibacterial activity against Rhizobium radiobacter.