42596-60-1Relevant articles and documents
A new procedure for preparation of carboxylic acid hydrazides
Zhang, Xini,Breslav, Michael,Grimm, Jeffrey,Guan, Kailin,Huang, Aihua,Liu, Fuqiang,Maryanoff, Cynthia A.,Palmer, David,Patel, Mitul,Qian, Yun,Shaw, Charles,Sorgi, Kirk,Stefanick, Stephen,Xu, Dawei
, p. 9471 - 9474 (2007/10/03)
The standard method for preparing carboxylic acid hydrazides is hydrazinolysis of esters in alcoholic solutions. However, when applied to α,β-unsaturated esters, the main product typically is the pyrazolidinone resulting from an undesired Michael-type cyclization. Other alternative methodologies reported for direct preparation of hydrazides from acids are inefficient. We developed an efficient and general process, involving preforming activated esters and/or amides followed by reaction with hydrazine, for the preparation of hydrazides including those of α,β-unsaturated acids. This process gives the desired hydrazides in excellent yield and purity under mild conditions.