Synthesis and antimicrobial activities of some new 1,2,4-triazole derivatives

Guemruekcueoglu N., SERDAR M., CELIK E., SEVIM A., Demirbas N.

TURKISH JOURNAL OF CHEMISTRY, cilt.31, sa.3, ss.335-348, 2007 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 31 Sayı: 3
  • Basım Tarihi: 2007
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.335-348
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

A series of acylhydrazones (2a-f) were synthesized by the condensation of iminoester hydrochlorides (1a-f) with acyl hydrazines. 2,5-Dialkyl 1,3,4-oxadiazoles (3a,c,e) were obtained in the same reaction media. The treatment of acylhydrazones with hydrazine hydrate afforded 4-amino-3,5-dialkyl-1,2,4-triazoles (4a-c). The acetylation of 4-amino-3,5-dialkyl-1,2,4-triazoles produced N-[3,5-dialkyl-4H-1,2,4-triazol-4-yl] acetamides (5-7). The treatment of compounds 4a and 4c with various aromatic aldehydes resulted in the formation of 4-arylidenamino-3,5-dialkyl-1 2,4-triazoles (8a,d, e, and 10a-e). Sodium borohydride reduction of 4-arylidenamino derivatives afforded 4-alkylamino-3,5-dialkyl-1,2,4-triazoles (9a,d, e, and 11a-e).