Abstract
The mass spectra of 15 compounds of 3-aryl-5-methylisoxazole-4-carboxylic acid and their derivatives were investigated. Thermal isomerization of the isoxazole ring was observed for several derivatives of this series. The formation of rearranged pseudomolecular ions of the arylamines during the dissociative ionization of 3-aryl-5-methylisoxazole-4-carboxylic acids was examined on the basis of a study of the mass spectra of labeled compounds. It is assumed that there is a high probability of concerted elimination of several groups in the first step of the disintegration of the molecular ion.
Similar content being viewed by others
Literature cited
K. K. Zhigulev, R. A. Khmel'nitskii, M. A. Panina, I. I. Grandberg, and B. M. Zolotarev, Khim. Geterotsikl. Soedin., 889 (1972).
M. Ohashi, H. Kamachi, H. Kakisawa, A. Tatematsu, H. Yoshirimi, H. Kano, and H. Nakata, Org. Mass Spectrometry,2, 195 (1969).
T. Nishiwaki, Tetrahedron Lett., 2049 (1969).
T. Nishiwaki, Chem. Commun., 945 (1970).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 457–460, April, 1974.
Rights and permissions
About this article
Cite this article
Zhigulev, K.K., Khmel'nitskii, R.A. & Panina, M.A. Thermal isomerization of the isoxazole ring and rearrangement processes in the mass spectra of 3-aryl-5-methylisoxazole-4-carboxylic acids. Chem Heterocycl Compd 10, 397–399 (1974). https://doi.org/10.1007/BF00945624
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00945624