Synthesis of Ring-Substituted Phenyl Hydrazinecarboxylates and Study of Their Protonation in Dimethyl Sulfoxide Solutions
- 1 January 1998
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 63 (6) , 793-802
- https://doi.org/10.1135/cccc19980793
Abstract
The pKa values of nineteen phenyl hydrazinecarboxylate hydrochlorides R-C6H4OCONHNH2·HCl (R = H, 3- and 4-Cl, 3- and 4-O2N, 4-Me) and their 1-methyl or 2-methyl derivatives were determined by potentiometric titration with tetrabutylammonium hydroxide in DMSO. IR spectra of the hydrazinecarboxylates and their hydrochlorides revealed that the hydrazinecarboxylate protonation occurs at N2. The methods of synthesis of phenyl hydrazinecarboxylate and their N-methyl derivatives were optimized.Keywords
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