Synthesis and non-aqueous medium titrations of some new 4-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives

Molecules

Volumn 10, Issue 8, 2005, Pages 961-970

  Yüksek, Haydar ^a   Üçüncü, Osman ^a   Alkan, Muzaffer ^a   Ocak, Zafer ^a   Bahçeci, Şule ^b  

^a KAFKAS UNIVERSITY   (Turkey)

^b KARADENIZ TECHNICAL UNIVERSITY   (Turkey)

Author keywords

4,5 Dihydro 1H 1,2,4 triazol 5 one; Acetylation; Acidity; Methylation; Potentiometric titrations; Schiff base

Indexed keywords

2 PROPANOL; N,N DIMETHYLFORMAMIDE; TRIAZOLE DERIVATIVE;

ARTICLE; CHEMISTRY; PH; POTENTIOMETRY; SOLUTION AND SOLUBILITY; SYNTHESIS;

2-PROPANOL; DIMETHYLFORMAMIDE; HYDROGEN-ION CONCENTRATION; POTENTIOMETRY; SOLUTIONS; TRIAZOLES;

EID: 33644790186     PISSN: 14203049     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/10080961     Document Type: Article

References (29)

1. Bhat, A. R.; Bhat, G. V.; Shenoy, G. G. Synthesis and in-vitro antimicrobial activity of new 1,2,4-triazoles. J. Pharm. Pharmacol. 2001, 53, 267-272.
2. Modzelewska-Banachiewicz, B.; Jagiello-Wojtowicz, E.; Tokarzewska-Wielosz, E. Synthesis and biologically activity of BIS-1,2,4-triazole and BIS-1,3,4-thiadiazole derivatives. Acta Pol. Pharm.-Drug Res. 2000, 57, 199-204.
3. Varvaresou, A.; Tsantili-Kakoulidou, A.; Siatra-Papastaikoudi, T.; Tiligada, E. Synthesis and biological evaluation of indole containing derivatives of thiosemicarbazide and their cyclic 1,2,4-triazole and 1,3,4-thiadiazole analogs. Arzneim.-Forsch./Drug Res. 2000, 50, 48-54.
4. Witkowski, J. T.; Robins, R. K.; Khare, G. P.; Sidwell, R. W. Synthesis and antiviral activity of 1,2,4-triazole-3-thiocarboxamide and 1,2,4-triazole-3-thiocarboxamidine ribonucleosides. J. Med. Chem. 1973, 16, 935-937.
5. Burzozowski, Z. Synthesis and anti-HIV activity of some new 2-mercapto-N-(1,2,4-triazol-3-yl)benzenesulfonamide derivatives containing the 1,2,4-triazole moiety fused with variety of heteroaromatic rings. Acta Pol. Pharm.-Drug Res. 1998, 55, 473-480.
6. Katica, C.-R.; Vesna, D.; Vlado, K.; Dora, G. M.; Aleksandra, B.; Synthesis, antibacterial and antifungal activity of 4-substituted-5-aryl-1,2,4- triazoles. Molecules 2001, 6, 815-824.
7. Wang, Z.; You, T.; Xu, Y. Synthesis and biological activities of 2-substituted-5-(β-pyridyl)-2,3-dihydro-1,2,4-triazolo[3,4-b]-1,3, 4-thiadiazoles. Molecules 1996, 1, 68-71.
8. Ikizler, A. A.; Demibaş, A.; Johansson, C. B.; Çelik, C.; Serdar, M.; Yüksek, H. Synthesis and biological activities of some 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives. Acta Pol. Pharm.-Drug Res. 1998, 55, 117-123.
9. Demirbaş., A.; Johansson, C. B.; Duman, N.; Ikizler, A. A. Synthesis and biolgical activities of some new 4,5-dihydro-1H-1,2,4-triazol-5- ones. Acta Pol. Pharm.-Drug Res. 1996, 53, 117-121.
10. Ulusoy, N.; Gursoy, A.; Otuk, G. Synthesis and antimicrobial activity of some 1,2,4-triazole-3-mercaptoacetic acid derivatives. Il Pharmaco 2001, 56, 947-952.
11. Yüksek, H.; Demibaş, A.; Ikizler, A.; Johansson, C. B.; Çelik, C.; Ikizler, A. A. Synthesis and antibacterial activities of some 4,5-dihydro-1H-1,2,4-triazol-5-ones. Arzneim.-Forsch./Drug Res. 1997, 47, 405-409.
12. Ikizler, A. A.; Ikizler, A.; Yüksek, H.; Serdar, M. Antitumor activities of some 4,5-dihydro-1H-1,2,4-triazol-5-ones. Modelling, Measurement & Control C, AMSE Press 1998, 1, 25-33.
13. Ikizler, A. A.; Uçar, F.; Yüksek, H.; Aytin, A.; Yasa, I.; Gezer, T. Synthesis and antifungal activity of some new arylidenamino compounds. Acta Pol. Pharm.-Drug Res. 1997, 54, 135-140.
14. Ikizler, A. A.; Yüksek, H. Reaction of 4-amino-4,5-dihydro-1H-1,2,4- triazol-5-ones with 2,5-dimethoxytetrahydrofuran. Collect. Czech. Chem. Commun. 1994, 59, 731-735.
15. Bahçeci, Ş.; Yüksek, H.; Ocak, Z.; Azakli, A.; Alkan, M.; Ozdemir, M. Synthesis and potentiometric titrations of some new 4-(benzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives in non-aqueous media. Collect. Czech. Chem. Commun. 2002, 67, 1215-1222.
16. Bahçeci, Ş.; Yüksek, H.; Ocak, Z.; Köksal, C.; Ozdemir, M. Synthesis and non-aqueous medium titrations of some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives. Acta Chim. Slav. 2002, 49, 783-794.
17. Ikizler, A. A.; Yüksek, H. Acylation of 4-amino-4,5-dihydro-1H-1,2, 4-triazol-5-ones. Org. Prep. Proced. Int. 1993, 25, 99-105.
18. Yüksek, H.; Ocak, Z.; Özdemir, M.; Ocak, M.; Bekar, M.; Aksoy, M. A study on novel 4-heteroarylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones. Ind. J. Heterocycl. Chem. 2003, 13, 49-52.
19. a values of some new 3,4-disubstituted-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives in non-aqueous solvents. Molecules 2004, 9, 232-240.
20. Ikizler, A. A.; Ikizler, A.; Şentürk, H. B.; Serdar, M. The pKa values of some 1,2,4-triazole and 1,2,4-triazolin-5-one derivatives in nonaqueous media. Doǧa-Tr. Kimya D. 1988, 12, 57-66;
21. [Chem. Abstr. 1988, 109, 238277q].
22. Ikizler, A. A.; Erdoǧan, Y. Determination of pKa values of some benzylideneamino compounds in nonaqueous media. Doǧa-Tr. J. Chem. 1991, 15, 337-344;
23. [Chem. Abstr. 1992, 116, 193614y].
24. a values of some 1,2,4-triazole derivatives in nonaqueous media. Doǧa-Tr. J. Chem. 1991, 15, 345-354;
25. [Chem. Abstr. 1992, 116, 173458x].
26. Gündüz, T. Susuz Ortam Reaksiyonlari, Gazi Büro Kitabevi Tic. Ltd. Şti: Ankara, Turkey, 1998.
27. Ikizler, A. A.; Un, R. Reactions of ester ethoxycarbonylhydrazones with some amine type compounds. Chim. Acta Turc. 1979, 7, 269-290;
28. [Chem. Abstr. 1991, 94, 15645d].
29. 1H NMR spectra of some 4,5-dihydro-1,2,4-triazol-5-ones. Magn. Reson. Chem. 1993, 31, 1088-1094.