Issue 10, 1994

Reaction of methylhydrazine with dimethyl chlorothiophosphate

Abstract

The reaction of 2 equivalents of methylhydrazine with 1 equivalent of (MeO)2P(S)Cl at 0 °C produced the phosphorus hydrazide (MeO)2P(S)NMeNH21 in good yield. However, at 25 °C a mixture of three products was obtained according to 1H and 31P NMR spectra. The pure individual components were separated by column chromatography. Proton and 31P NMR analysis revealed them to be 1, (MeO)2P(S)(NMeNH)(S)P(OMe)22 and (MeO)2P(S)NHNHMe 3. During the chromatographic separation of 13 another component was also eluted in 5–8% yield, 1H, 31P NMR and FAB mass spectrometric analysis of which indicated it to be (MeO)2P(S)(NMeNH)(O)P(OMe)Me4. New synthetic strategies to produce 2 in good yields are also described.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1994, 1581-1584

Reaction of methylhydrazine with dimethyl chlorothiophosphate

P. Lusiak, P. R. Singh and K. V. Katti, J. Chem. Soc., Dalton Trans., 1994, 1581 DOI: 10.1039/DT9940001581

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