title: A new procedure for preparation of carboxylic acid hydrazides.
abstract: The standard method for preparing carboxylic acid hydrazides is hydrazinolysis of esters in alcoholic solutions. However, when applied to alpha,beta-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 alpha,beta-unsaturated acids. This process gives the desired hydrazides in excellent yield and purity under mild conditions.
authors.affiliation: Johnson & Johnson Pharmaceutical Research & Development, L.L.C., Drug Evaluation, 1000 Route 202, Raritan, New Jersey 08869, USA. xzhang@prdus.jnj.com
authors.forename: Xini
authors.initials: X
authors.lastname: Zhang
authors.forename: Michael
authors.initials: M
authors.lastname: Breslav
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Grimm
authors.forename: Kailin
authors.initials: K
authors.lastname: Guan
authors.forename: Aihua
authors.initials: A
authors.lastname: Huang
authors.forename: Fuqiang
authors.initials: F
authors.lastname: Liu
authors.forename: Cynthia A
authors.initials: CA
authors.lastname: Maryanoff
authors.forename: David
authors.initials: D
authors.lastname: Palmer
authors.forename: Mitul
authors.initials: M
authors.lastname: Patel
authors.forename: Yun
authors.initials: Y
authors.lastname: Qian
authors.forename: Charles
authors.initials: C
authors.lastname: Shaw
authors.forename: Kirk
authors.initials: K
authors.lastname: Sorgi
authors.forename: Stephen
authors.initials: S
authors.lastname: Stefanick
authors.forename: Dawei
authors.initials: D
authors.lastname: Xu