A correlative IR, MS, 1 H, 13 C and 15 N NMR and theoretical study of 4-arylthiazol-2 (3 H)-ones

K Pihlaja, V Ovcharenko, E Kolehmainen…

Index: Pihlaja, Kalevi; Ovcharenko, Vladimir; Kolehmainen, Erkki; Laihia, Katri; Fabian, Walter M.F.; Dehne, Heinz; Perjessy, Alexander; Kleist, Marion; Teller, Joachim; Sustekova, Zora Journal of the Chemical Society Perkin Transactions 2, 2002 , vol. 2, p. 329 - 336

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Citation Number: 13

Abstract

Sixteen 4-arylthiazol-2 (3H)-ones (3) were synthesised by cyclisation of α- thiocyanatoacetophenones (1) in acid solution. They appear to prefer greatly the oxo tautomeric forms. In CCl4 solution an equilibrium between the free CO bond and a “dimeric” hydrogen-bonded form exists in which the latter predominates. Several IR and NMR (1H, 13C and 15N) spectral properties are shown to correlate with Hammett σ-values and/or ...