Synthesis of New Macrocyclic Schiff Bases Containing Pyrazole and Triazole as Subcyclic Units

Chen, F.; Liu, F-M.

doi:10.1002/jhet.1968

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“…antimicrobial, anticancer, anticonvulsant, anti-inflammatory, antioxidant) 1 and can undergo various types of reactions. 2 These reaction could involve the amino group, 3 the mercapto group, [4][5][6] or the endocyclic NH in the thione tautomer. 4,7 In addition, the proximity of the aforementioned reactive sites in 4-amino-1,2,4-triazole-3-thiones is inducive of ring closure reactions in which both amino and mercapto groups are involved.…”

Section: Introductionmentioning

confidence: 99%

Schiff Bases and Triazolothiadiazines Derived from A Thiophene-Substituted 4-Amino-3-Mercapto-1,2,4-Triazole

Roman¹

2019

Acta Chemica Iasi

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4-Amino-5-(thiophen-2-ylmethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione was synthesized and converted into the corresponding Schiff bases using several aromatic aldehydes. Reaction of this aminotriazolethione with phenacyl bromides lead to triazolothiadiazines, which were subsequently reduced with NaBH4 to dihydrotriazolothiadiazines. The latter type of fused heterocycle has been also obtained directly by reacting one of the previously obtained Schiff base with phenacyl bromides. NMR analysis confirmed the structures of the synthesized compounds.

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