Synthesis and Characterization of New Triazole and Coumarm-Derived Heterocyclic Compounds Part I


GÜMRÜKÇÜOĞLU N., Imran M., Iqbal I.

JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, cilt.41, sa.6, ss.1097-1106, 2019 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 41 Sayı: 6
  • Basım Tarihi: 2019
  • Dergi Adı: JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1097-1106
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

Synthesis of ethyl ester of acetic acid containing 5-oxo-[1,2,4] triazole ring (2) was achieved by the condensation of 3-substituted-4-amino-1H-1,2,4-triazol-5(4H)-one (1) with ethyl bromoacetate in basic medium. Compound 2, was then further reacted with hydrazine hydrate to form acid hydrazide, which is 2-(4-amino-3-substituted-5 -oxo-4,5-dihydro- 1H-1,2,4-triazol-1-yl)acetohydrazide (3). Compound 3 was later treated with three different diverse coumarin aldehydes (6, 12, 18) resulted in the formation of arylidene hydrazides as cis-trans conformers (7, 8, 13, 14, 19, 20). In conclusion, we synthesized 1,2,4-triazole Schiff bases derived from the condensation of 3-substituted-4-amino-1,2,4-triazole-5-on and formylhydroxy-4-methylcoumarin derivatives, which have been characterized by, spectroscopic measurements (IR, H-1-NMR, C-13-NMR and elemental analysis).