Abstract
As a consequence of partial double bond nature of the exocyclic C-N bond, 2-methylamino-4-thiazolinone exists in DMSO-D6 as a mixture of E and Z conformers of the amino form with predominance of the sterically favored E conformer. 2-Phenylimino-4-thiazolidinone in the same solvent exists as a mixture of the E and Z isomers of the imino form.
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E. Akerblom, Acta Chem. Scand., 21, 1437 (1967).
P. Sohar, G. Feher, and L. Toldy, Org. Magn. Reson., 11, 9 (1978).
G. Toth and A. Almasy, Org. Magn. Reson., 19, 219 (1982).
A. P. Engoyan, E. M. Peresleni, T. F. Vlasova, I. I. Chizhevskaya, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 2, 190 (1978).
Yu. G. Basova, Chemical Sciences Candidate's Dissertation, Leningrad (1980).
S. M. Ramsh, S. Yu. Solov'eva, and A. I. Ginak, Khim. Geterotsikl. Soedin., No. 6, 761 (1983).
C. L. Perrin, E. R. Johnston, C. R. Lollo, and P. A. Kobrin, J. Am. Chem. Soc., 103, 4691 (1981).
C. F. Howell, W. Fulmor, N. Q. Quinones, and R. A. Hardy, J. Org. Chem., 29, 370 (1964).
H. Shanan-Atidi and K. Bar-Eli, J. Phys. Chem., 74, 961 (1970).
H. Gunther, Introduction to NMR Spectroscopy [Russian translation], Izd. Mir, Moscow (1984), p. 262.
N. N. Khovratovich and I. I. Chizhevskaya, Khim. Geterotsikl. Soedin., No. 4, 637 (1967).
S. M. Ramsh, N. A. Smorygo, and E. S. Khrabrova, Khim. Geterotsikl. Soedin., No. 1, 32 (1985).
S. M. Ramsh, N. A. Smorygo, A. I. Ginak, and E. G. Sochilin, Zh. Org. Khim., 15, 1506 (1979).
A. P. Engoyan, T. F. Vlasova, Yu. N. Sheinker, and I. I. Chizhevskaya, Dokl. Akad. Nauk SSSR, 209, 1099 (1973).
E. Akerblom, Acta Chem. Scand., 21, 843 (1967).
S. M. Ramsh, A. I. Ginak, N. A. Smorygo, Yu. G. Basova, and E. G. Sochilin, Zh. Org. Khim., 14, 1327 (1978).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 544–548, April, 1986.
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Ramsh, S.M., Smorygo, N.A., Khrabrova, E.S. et al. NMR spectral study of the structure of 2-amino-4-thiazolinones. Chem Heterocycl Compd 22, 447–451 (1986). https://doi.org/10.1007/BF00542789
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DOI: https://doi.org/10.1007/BF00542789