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Phosphonioethylation of phenylhydrazine and hydroxylamine and selected properties of the resulting derivatives
Authors:Ovakimyan  M Zh  Barsegyan  S K  Karapetyan  A A  Panosyan  G A  Indzhikyan  M G
Institution:(1) Institute of Organic Chemistry of National Academy of Sciences of Armenia, 167a ul. Zakariya Khanakertsi, 375095 Yerevan, Armenia;(2) Molecule Structure Research Center, National Academy of Sciences of Armenia, 26 prosp. Azatutian, 375014 Yerevan, Armenia
Abstract:The reactions of phenylhydrazine and hydroxylamine with (beta-X-ethyl)triphenylphosphonium salts (X = Ph, Ph3P+Br) (1, 2) afforded the corresponding beta-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.
Keywords:phenylhydrazine  hydroxylamine  2-(hydroxyaminoethyl)triphenylphosphonium bromide  triphenyl(2-phenylhydrazinoethyl)phosphonium bromide  2-(diphenylphosphoryl)acetaldehyde phenylhydrazone  triphenylvinylphosphonium bromide
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