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Phosphonioethylation of phenylhydrazine and hydroxylamine and selected properties of the resulting derivatives

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Abstract

The reactions of phenylhydrazine and hydroxylamine with (β-X-ethyl)triphenylphosphonium salts (X = Ph, Ph3P+Br–) (1, 2) afforded the corresponding β-N-ethyl-substituted triphenylphosphonium salts (3, 4). The reaction of triphenyl(2-phenylhydrazinoethyl)phosphonium bromide 3with an aqueous solution of NaOH in benzene afforded a statistical mixture of the nisand transisomers of 2-(diphenylphosphoryl)acetaldehyde phenylhydrazone. (2-Hydroxyaminoethyl)triphenylphosphonium bromide reacted with sodium methoxide to give O-phosphobetaine.

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References

  1. E. E. Schweizer and C. M. Kopay, J. Org. Chem., 1971, 36, 1489; J. R. Schutt and S. Trippet, J. Chem. Soc., 1969, 2038.

  2. E. E. Schweizer and R. D. Bach, J. Org. Chem., 1964, 29, 1746.

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  3. G. von Wittig, H. Eggers, and P. Duffner, Ann., 1958, 10, 619.

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Authors and Affiliations

  1. Institute of Organic Chemistry of National Academy of Sciences of Armenia, 167a ul. Zakariya Khanakertsi, 375095, Yerevan, Armenia

    M. Zh. Ovakimyan, S. K. Barsegyan & M. G. Indzhikyan

  2. Molecule Structure Research Center, National Academy of Sciences of Armenia, 26 prosp. Azatutian, 375014, Yerevan, Armenia

    A. A. Karapetyan & G. A. Panosyan

Authors
  1. M. Zh. Ovakimyan
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  2. S. K. Barsegyan
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  3. A. A. Karapetyan
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  4. G. A. Panosyan
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  5. M. G. Indzhikyan
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Ovakimyan, M.Z., Barsegyan, S.K., Karapetyan, A.A. et al. Phosphonioethylation of phenylhydrazine and hydroxylamine and selected properties of the resulting derivatives. Russian Chemical Bulletin 51, 1744–1747 (2002). https://doi.org/10.1023/A:1021372009930

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  • DOI: https://doi.org/10.1023/A:1021372009930

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