Phosphonioethylation of phenylhydrazine and hydroxylamine and selected properties of the resulting derivatives |
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Authors: | Ovakimyan M Zh Barsegyan S K Karapetyan A A Panosyan G A Indzhikyan M G |
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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 |
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Abstract: | The reactions of phenylhydrazine and hydroxylamine with (-X-ethyl)triphenylphosphonium salts (X = Ph, Ph3P+Br–) (1, 2) afforded the corresponding -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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Keywords: | phenylhydrazine hydroxylamine 2-(hydroxyaminoethyl)triphenylphosphonium bromide triphenyl(2-phenylhydrazinoethyl)phosphonium bromide 2-(diphenylphosphoryl)acetaldehyde phenylhydrazone triphenylvinylphosphonium bromide |
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