Summary
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1.
It was found that the isotopic exchange of the hydrogen of the NH group of diethyl 3,5-dimethly-2,4-pyrroledicarboxylate proceeds relatively slowly.
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2.
A study was made of the kinetics of this reaction at various temperatures.
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3.
The slow hydrogen exchange that occurs in this case is interpreted from the point of view of A. I. Brodsskii's theory.
Literature cited
A. I. Brodskii, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1949, 3; J. Gen. Chem. 24, 413 (1954); Ukrainian Chem. J. 22,11, (1956); Proc. Acad. Sci. USSR 74, 299, 513 (1950).
J. Hine and C. H. Thomas, J. Amer. Chem. Soc. 75, 739 (1953); 76, 612 (1954); H. Kwart, L. P. Kuhn, and E. L. Bannister, J. Amer. Chem. Soc. 76, 5998 (1954); A. B. Burg, J. Amer. Chem. Soc. 69, 747 (1947); C. G. Swain, J. Amer. Chem. Soc. 76, 4243 (1954).
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Kursanov, D.N., Parnes, Z.N. & Kononova, R.G. A case of slow hydrogen exchange in the\(\begin{array}{*{20}c} \backslash \\ / \\ \end{array} N - H\) group. Russ Chem Bull 7, 1442–1443 (1958). https://doi.org/10.1007/BF00914862
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DOI: https://doi.org/10.1007/BF00914862