A one-pot procedure for the synthesis of hydrazines and hydrazides involves the redn. of hydrazones RR2NN:CR1R3 or azines R2R4C:NN:CR3R5 [R-R5 = H, alkyl, aryl (at least one is other than H); or R2R4C and R3R5C are cycloaliph. or arom. rings] by Me3N.BH3. Thus, redn. of PhCH:NNMe2 with Me3N.BH3/HCl/xylene and treatment with benzoic, o-toluic, or propionic acid afforded 80-90% PhCH2N(COR)NMe2 (R = Ph, o-tolyl, or Et).
Synthesis of hydrazines and hydrazides by reduction of hydrazones and azines / S. Maiorana, D. Perdicchia, E. Licandro.
Synthesis of hydrazines and hydrazides by reduction of hydrazones and azines
S. MaioranaPrimo
;D. PerdicchiaSecondo
;E. LicandroUltimo
2003
Abstract
A one-pot procedure for the synthesis of hydrazines and hydrazides involves the redn. of hydrazones RR2NN:CR1R3 or azines R2R4C:NN:CR3R5 [R-R5 = H, alkyl, aryl (at least one is other than H); or R2R4C and R3R5C are cycloaliph. or arom. rings] by Me3N.BH3. Thus, redn. of PhCH:NNMe2 with Me3N.BH3/HCl/xylene and treatment with benzoic, o-toluic, or propionic acid afforded 80-90% PhCH2N(COR)NMe2 (R = Ph, o-tolyl, or Et).
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