Microwave-assisted synthesis of novel 2,4-dihydro-5-[4-(trifluoromethyl) phenyl]-3h-1,2,4-triazol-3-ones and potentiometric determination of their pKa in nonaqueous solvents

Helvetica Chimica Acta

Volumn 93, Issue 10, 2010, Pages 1967-1974

  Özil, Musa ^a   Islamoǧlu, Fatih ^a   Menteşe, Emre ^a   Kahveci, Bahittin ^a  

^a RECEP TAYYIP ERDOGAN UNIVERSITY   (Turkey)

Author keywords

3H 1,2,4 Triazol 3 ones, 2,4 dihydro ; Microwave assisted synthesis; Potentiometry

Indexed keywords

3H-1,2,4-TRIAZOL-3-ONES, 2,4-DIHYDRO-; ETHYL ESTERS; MICROWAVE-ASSISTED SYNTHESIS; N ,N-DIMETHYLFORMAMIDE; NON-AQUEOUS SOLVENTS; POTENTIAL VALUES; POTENTIOMETRIC; POTENTIOMETRY; PRIMARY AMINES; TETRABUTYLAMMONIUM HYDROXIDES; TRIFLUOROMETHYL;

AMINATION; DIMETHYLFORMAMIDE; ESTERS; ORGANIC SOLVENTS; POTENTIOMETERS (ELECTRIC MEASURING INSTRUMENTS); SYNTHESIS (CHEMICAL);

MICROWAVE IRRADIATION;

1,2,4 TRIAZOLE DERIVATIVE; 2,4 DIHYDRO 4 (4 HYDROXYPHENYL) 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; 2,4 DIHYDRO 4 (4 METHYLPHENYL) 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; 2,4 DIHYDRO 4 (4 PHENOXYPHENYL) 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; 2,4 DIHYDRO 4 PHENYL 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; 4 (4 FLUOROPHENYL) 2,4 DIHYDRO 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; 4 [4 (TERT BUTYL)PHENYL] 2,4 DIHYDRO 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; 4 AMINO 2,4 DIHYDRO 5 [4 (TRIFLUOROMETHYL)PHENYL] 3H 1,2,4 TRIAZOL 3 ONE; AMINE; HYDRAZINE; HYDRAZONE DERIVATIVE; N (ETHOXYCARBONYL) 4 (TRIFLUOROMETHYL)BENZENEHYDRAZONIC ACID ETHYL ESTER; N,N DIMETHYLFORMAMIDE; SOLVENT; TETRABUTYLAMMONIUM; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG ISOLATION; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; MICROWAVE IRRADIATION; POTENTIOMETRIC TITRATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 78349246231     PISSN: 0018019X     EISSN: 15222675     Source Type: Journal    
DOI: 10.1002/hlca.201000002     Document Type: Article

References (18)

1. O. G. Todoulou, A. E. Papadaki-Valiraki, S. Ikeda, E. De Clercq, Eur. J. Med. Chem. 1994, 29, 611.
2. S. Rollas, N. Kalyoncuoglu, D. Sür-Altiner, Y. Yegenoglu, Pharmazie 1993, 48, 308.
3. F. Malbec, R. Milcent, P. J. Vicart, A. M. Bure, J. Heterocycl. Chem. 1984, 21, 1769.
4. A. A. İkizler, B. Kahveci, C. B. Johansson, C. Çelik, H. Yüksek, Acta Pol. Pharm. Drug Res. 1997, 54, 307.
5. B. Kahveci, O. Bekircan, M. Serdar, A. A. İkizler, Indian J. Chem., Sect. B 2003, 42, 1527.
6. O. Bekircan, B. Kahveci, M. Küçük, Turk. J. Chem. 2006, 30, 29.
7. R. Ün, A. İkizler, Chim. Acta Turc. 1975, 3, 113.
8. C. O. Kappe, D. Dallinger, S. Murphree, 'Practical Microwave Synthesis for Organic Chemists', Wiley-VCH, Weinheim, 2009.
9. S. Caddick, Tetrahedron 1995, 51, 10403
10. R. S. Varma, Green Chem. 1999, 1, 43
11. R. S. Varma, J. Heterocycl. Chem. 1999, 36, 1565
12. A. Loupy, A. Petit, J. Hamelin, F. Texier-Boullet, P. Jacquault, D. Mathe, Synthesis 1998, 1213
13. A. de la Hoz, A. Díaz-Ortis, A. Moreno, F. Langa, Eur. J. Org. Chem. 2000, 3659.
14. B. Kahveci, M. Özil, M. Serdar, Heteroatom Chem. 2008, 19, 38.
15. B. Kahveci, M. Özil, E. Menteşe, O. Bekircan, K. Buruk, Russ. J. Org. Chem. 2008, 44, 1816.
16. M. Özil, E. Aǧar, S. Şaşmaz, B. Kahveci, N. Akdemir, İ. E. Gümrükçüoǧlu, Dyes Pigm. 2007, 75, 732.
17. F. İslamoǧlu, B. Kahveci, M. Özil, E. Akyüz, E. Menteşe, A. P. Ekinci, Asian J. Chem. 2009, 21, 1453.
18. F. İslamoǧlu, B. Kahveci, M. Özil, E. Akyüz, Asian J. Chem. 2008, 20, 3569.