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Reactions of 1,l-disubstituted hydrazines with derivatives of α,β-unsatur ated acids Communication 4. Reactions of 1,1-dimethylhydrazine with α,β-unsaturated esters

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    The reactions of 1,1-dimethylhydrazine with acrylic and methacrylic esters and with acrylamide were studied.

  2. 2.

    Depending on the character of the medium, the reactions of 1,1-dimethylhydrazine (DMH) withα,β-unsaturated esters lead either to a cyclic 1,1-dimethyl-2-pyrazolinium-3-olate or to the linear product of the addition of DMH at the double bond of the ester.

  3. 3.

    Irrespective of the character of the medium, in the reaction of DMH with acrylamide the product of the addition of DMH at the double bond of acrylamide is obtained.

  4. 4.

    The following compounds were prepared and characterized for the first time: methyl 3-(2,2-dimethylhydrazino) propionate, methyl 3-(2,2-dimethylhydrazino)-2-methylpropionate, 3-(2,2-dimethylhydrazino) propionamide, the methiodides of methyl 3-(2,2-dimethylhydrazino)propionate and 3-(2,2-dimethylhydrazino)propionate and 3-(2,2-dimethylhydrazino)propionamide, and 3-(2,2-dimethylhydrazino)propionamide hydrochloride.

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Authors and Affiliations

  1. Institute of Macromolecular Compounds, Academy of Sciences of the USSR, USSR

    N. P. Zapevalova, L. A. Ovsyannikova & T. A. Sokolova

Authors
  1. N. P. Zapevalova
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  2. L. A. Ovsyannikova
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  3. T. A. Sokolova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2200–2204, December, 1966.

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Zapevalova, N.P., Ovsyannikova, L.A. & Sokolova, T.A. Reactions of 1,l-disubstituted hydrazines with derivatives of α,β-unsatur ated acids Communication 4. Reactions of 1,1-dimethylhydrazine with α,β-unsaturated esters. Russ Chem Bull 15, 2127–2130 (1966). https://doi.org/10.1007/BF00867714

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  • DOI: https://doi.org/10.1007/BF00867714

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