Abstract
A series of novel 1,3,4-thiadiazoles incorporated with thiazole moiety was synthesized by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiosemicarbazone 2 with each of N-phenyl 2-oxo-propanehydrazonoyl chloride 3 and ethyl (N-aryl-hydrazono) chloroacetate 5 in dioxane in basic medium. Also, another series of 1,3,4-thiadiazole incorporated with thiazole moiety was prepared by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiocarbohydrazone with each of hydrazonoyl chlorides 3, 5 and 18 under the same reaction conditions. The mechanisms of the studied reactions were discussed and the assigned structure for each of the new products was identified via elemental and spectral data and by alternative method whenever possible. Moreover, the antimicrobial activity for some selected products was screened, and the results obtained exploring the high potency of some of the tested compounds compared with the employed standard bactericides and fungicide.
Synthesis of new series of 1,3,4-thiadiazole incorporated with thiazole ring. The results of antimicrobial activity of some selected products showed that some derivatives revealed reactivity more than the standard references Also, the results of the antimicrobial activity of the newly synthesized compounds indicated that insertion of thiazole ring incorporated with the thiadiazole in the compounds increasing dramatically the biological activity. [Display omitted]
•New thiazole and 1,3,4-thiadiazole derivatives was reported.•The mechanism of formation of such products was discussed.•The antimicrobial activity was evaluated.•Some derivatives showed activity higher than the reference drugs.•The Structure activity relationships (SAR) was discussed.