Synthesis of new derivatives of 1,3,4-thiadiazole, 1,2,4-triazolo [4,3-b]isoquinoline, 1,2,4-triazolo[4,3-a]pyrimidinone and 1,2,4- triazolo[4,3-b]-1,2,4-triazine

Nada M.Abunada, Omar A.Meqdad,

Abstract

3,5-Diaryl-2-imino-1,3,4-thiadiazoles (2a,b)were synthesized fromthe reaction of hydrazonyl bromides (1a,b) and potassiumthiocyanate. (2a,b)whenwere subjected to nitrous acid in acetic acid gave the corresponding nitrozoiminoderivatives (3a,b). (2a,b) were acetylated and benzoylated when reacted with acetic anhydride and benzoyl chloride and gave (5a,b) and (6a,b) respectively. (1a,b) reactedwith 3,4-dihydro-6,7-dimethoxyisoquinoline (7) and 1-methyl-3,4-dihydro-6,7-dimethoxyisoquinoline (8) and give the corresponding 1,2,4-triazolo[4,3-b]isoquinolines (9a,b) and (10a,b) respectively. 1,2,4-triazolo[4,3-a]pyrimidinones (15a,b-17a,b) and 1,2,4- triazolo[4,3-b]-1,2,4-triazines (18a,b), (19a,b) were synthesized from the reaction of hydrazonyl bromides (1a,b)with compounds containing thiourea moiety (11-13), (14a,b) respectively.

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