- AMIDRAZONES 9. CONVENIENT SYNTHESIS OF 1-ALKYL-1-PHENYLHYDRAZINES AND α,β-UNSATURATED AMIDRAZONES VIA BASE-PROMOTED REACTIONS OF 1,1-DISUBSTITUTED-3-AMNIO-4,5-DIHYDRO-1H-PYRAZOLIUM SALTS.
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A simple, efficient procedure for the conversion of phenylhydrazine to 1-alkyl-1-phenylhydrazines via base-promoted hydrolysis of 1-alkyl-3-amino-4,5-dihydro-1-phenyl-1H-pyrazolium iodides (2) is described.N',N'-disubstituted hydrazones of trans-cinnamamide and acrylamide are obtained by Hofmann-type ring openings of 1,1-disubstituted-3-amino-4,5-dihydro-5-phenyl (or 5-unsubstituted) -1H-pyrazolium halides (5,7).
- Smith, Richard F.,Olson, Laurie A.,Ryan, William J.,Coffman, Karen J.,Galante, Julienne M.,et al.
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p. 585 - 596
(2007/10/02)
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