Tautomeric Character of 3-Heteroarylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxalines

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概要

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• The proton nuclear magnetic resonance (^1H-NMR) spectra of some 3-(1,3,4-oxadiazol-5-ylmethylene)-2-oxo-1,2,3,4-tetrahydroquinoxalines and 3-(1,2,4-triazol-5-ylmethylene)-2-oxo-1,2,3,4-tetrahydroquinoxalines were measured in dimethylsulfoxide-d_6 (DMSO-d_6), trifluoroacetic acid (TFA), and TFA-d_1. The spectra in DMSO-d_6 indicated that 2,3,4,and 5 existed as the two tautomers A and B, and 6,7,and 8 as a single tautomer. From the spectra of 2,3,4,and 5 in DMSO-d_6,it was elucidated that tautomer A was predominant over tautomer B at low temperature, while the ratio of the tautomer B gradually increased with increase of the temperature. The spectra in TFA indicated that 2 occurred as the three tautomers C, D, and E, while 3,4,and 5 existed as a single tautomer, D. Compounds 6 and 7 also appeared to isomerize in TFA, that is, 6 existed as the two tautomers C and E, while 7 existed as two of the three tautomers C, E, and G. Compound 8 was predominantly present in the form of tautomer C or E.

• 社団法人日本薬学会の論文
• 1985-03-25

著者

• 高田 純

  北里大(薬)

• 倉沢 嘉久

  School of Pharmaceutical Sciences, Kitasato University

• 岡本 義久

  School of Pharmaceutical Sciences, Kitasato University

• 高田 純

  School of Pharmaceutical Sciences, Kitasato University

• 岡本 義久

  School Of Pharmaceutical Sciences Kitasato University

• 高田 純

  School Of Pharmaceutical Science Kitasato University

• 倉沢 嘉久

  School Of Pharmaceutical Sciences Kitasato University

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