The Reaction to Ketoacylhydrazones with Lead Tetraacetate

Author

Lavern M. Weisenberger

Date of Award

7-1964

Degree Name

Master of Arts

Department

Chemistry

First Advisor

Dr. Don C. Iffland

Access Setting

Masters Thesis-Open Access

Abstract

Introduction

It has been shown that ketohydrazones react with lead tetraacetate to give azoacetates in good yields (11) according to the following equation:

R₂C=N-NH-R + Pb(OAc)₄ → R₂C(OAc)-N=N-R + Pb(OAe)₂ + HOAc

The reaction of the structurally related 4,4- disubstituted ketosemicarbazones with lead tetraacetate quite unexpectedly gave carbamates in good yields (10) presumably according to the following equation:

R₂C=N-NH-Co-NR₂ + Pb(OAc)4 → R₂C-O-CO-NR₂ + N₂ + Pb(OAc)₂ + HOAc

CO

ı

CH₃

Recommended Citation

Weisenberger, Lavern M., "The Reaction to Ketoacylhydrazones with Lead Tetraacetate" (1964). Masters Theses. 4389.
https://scholarworks.wmich.edu/masters_theses/4389