A Novel, One-Pot Synthesis of α-C-Cyanohydrazines in the Presence of Lithium Perchlorate/Diethylether Solution (5.0 M)

Abstract

Condensation of N,N-dimethylhydrazine, an aldehyde in lithium perchlorate/diethylether solution (5.0 M) gave N,N-dimethylhydrazone, which were treated with trimethylsilyl-cyanide to afford α-C-cyanohydrazine. These compounds are important precursors of nitrogen-substituted reagents.

Uncatalyzed Strecker‐Type Reaction of N,N‐Dialkylhydrazones in Pure Water

“…For instance, compounds 2 have been activated by phase-transfer catalysts, [13] (PYBOX)lanthanide complexes, [14] or a combination of a Brønsted base and a Lewis acid, [15] whereas compounds 3 react with TMSCN in the presence of TiCl 4 [16] or concentrated LiClO 4 in diethyl ether solution. [17] …”