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TÜBİTAK

2007

Acyl hydrazone

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Full-Text Articles in Chemistry

Synthesis Of Some Novel 3,5-Diaryl-1,2,4-Triazole Derivatives And Investigation Of Their Antimicrobial Activities, Mevlut Serdar, Nurhan Gümrükçüoğlu, Şengül Alpay Karaoğlu, Nesli̇han Demi̇rbaş Jan 2007

Synthesis Of Some Novel 3,5-Diaryl-1,2,4-Triazole Derivatives And Investigation Of Their Antimicrobial Activities, Mevlut Serdar, Nurhan Gümrükçüoğlu, Şengül Alpay Karaoğlu, Nesli̇han Demi̇rbaş

Turkish Journal of Chemistry

A series of acylhydrazones (2a-d) was synthesized from the reactions of iminoester hydrochlorides (1a-e) with acyl hydrazines. 2,5-Dialkyl 1,3,4-oxadiazoles (3a-d) 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-(4-hydroxyphenyl)-5-phenyl-4H-1,2,4-triazole (4a) produced 4-amino-5-(4-acetoxyphenyl)-3-phenyl-4H-1,2,4-triazole (9), while the acetylation of 4-amino-3-(4-tolyl)-5-phenyl-4H-1,2,4-triazole (4b) gave 4-acetylamino-3-phenyl-5-(4-tolyl)-4H-1,2,4-triazole (10). The treatment of compound 4b with various aromatic aldehydes or acetophenone and 4-nitroacetophenone resulted in the formation of 4-arylidenamino-3,5-dialkyl-4H-1,2,4-triazoles (5a-e and 7a,b). Sodium borohydride reduction of 4-arylidenamino derivatives of 1,2,4-triazoles afforded 4-alkylamino-3,5-dialkyl-4H-1,2,4-triazoles (6a-e and 8a,b). All newly synthesized compounds were screened for their antimicrobial and antifungal …


Synthesis And Antimicrobial Activities Of Some New 1,2,4-Triazole Derivatives, Nurhan Gümrükçüoğlu, Mevlut Serdar, Eli̇f Çeli̇k, Ali̇ Sevi̇m, Nesli̇han Demi̇rbaş Jan 2007

Synthesis And Antimicrobial Activities Of Some New 1,2,4-Triazole Derivatives, Nurhan Gümrükçüoğlu, Mevlut Serdar, Eli̇f Çeli̇k, Ali̇ Sevi̇m, Nesli̇han Demi̇rbaş

Turkish Journal of Chemistry

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). Compounds 4b, 4c, 7, 8d, and 11c showed good antifungal activity only against yeast-like fungi, while compounds 3e, 6, 8e, and 9e …