… Syntheses of 1-Alkyl-1-Phenylhydrazines and α, β-Unsaturated Amidrazones Via Base-Promoted Reactions of 1, 1-Disubstituted-3-Amino-4, 5-Dihydro-1H-Pyrazolium …

RF Smith, LA Olson, WJ Ryan, KJ Coffman…

Index: Smith, Richard F.; Olson, Laurie A.; Ryan, William J.; Coffman, Karen J.; Galante, Julienne M.; et al. Synthetic Communications, 1986 , vol. 16, # 5 p. 585 - 596

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Citation Number: 11

Abstract

Abstract 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. N1, N1-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 ( ...