synthesis and determination of pka values of some new 3,4-disubstituted-4,5-dihydro-1h-1,2,4-triazol-5-one derivatives in non-aqueous solvents合成和决心的pka的一些新的值3,4-disubstituted-4 5-dihydro-1h-1,2,4-triazol-5-one衍生品,非水溶剂.pdfVIP
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synthesis and determination of pka values of some new 3,4-disubstituted-4,5-dihydro-1h-1,2,4-triazol-5-one derivatives in non-aqueous solvents合成和决心的pka的一些新的值3,4-disubstituted-4 5-dihydro-1h-1,2,4-triazol-5-one衍生品,非水溶剂
Molecules 2004, 9, 232-240
molecules
ISSN 1420-3049
/
Synthesis and Determination of pKa Values of Some New 3,4-
Disubstituted-4,5-Dihydro-1H-1,2,4-triazol-5-one Derivatives in
Non-aqueous Solvents
Haydar Yüksek 1,*, Zafer Ocak 1, Muzaffer Alkan 1, Şule Bahçeci 3 and Mustafa Özdemir 2
1
Department of Chemistry, Kafkas University, 36100 Kars, Turkey; Fax (+90)-474-2121185.
2
Department of Chemistry, Karadeniz Technical University, 61080 Trabzon, Turkey.
3
Fatih Education Faculty, Karadeniz Technical University, 61335 Trabzon, Turkey.
*Author to whom correspondence should be addressed; e-mail: hyuksek98@
Received: 12 June 2002; in revised from: /Accepted: 11 March 2004 / Published: 31 March 2004
Abstract: 3-Alkyl(Aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) reacted with
2-furoyl chloride and thiophene-2-carbonyl chloride to afford the corresponding 3-
alkyl(aryl)-4-(2-furoylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) and 3-alkyl(aryl)-
4-(2-thienylcarbonylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (4), respectively. The
new compounds synthesized were characterized by using IR, 1H-NMR, 13C-NMR and
UV spectral data together with elemental analysis. In addition, to investigate the effects
of solvents and molecular structure upon acidity, compounds 3 and 4 were titrated
potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents
(isopropyl alcohol, tert-butyl alcohol, N,
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