Synthesis and Antimicrobial Activities of Some New Bis(Schiff Bases) and Their Triazole-Based Lariat Macrocycles

Abstract

New series of bis(amino-1,2,4-triazoles ‏) 5a–f were prepared by the reaction of bis(chloro) diamides 3a–d with 5-substituted-4-amino-1,2,4-triazoles-3-thiole (4a–c). Reaction of bis(amino) triazoles 5a–d with the appropriate aldehydes afforded the corresponding Schiff bases 7a–d in good yields. Similarly, cyclocondansation of bis(amino) triazoles 5a–d with 1,3-bis(2-formyphenoxy)-2-propanol furnished the desired lariat macrocycles 12a–d. The antimicrobial activities of the prepared bis(amines) 5a–c, e–g, Schiff bases 7a–d, 11a–b and lariat macrocycles 12a,c,d were evaluated against series of selected microorganisms. Some of the prepared derivatives showed good antimicrobial activity against gram positive bacteria and gram negative bacteria. The MIC values for some of the tested compound were investigated.