Ammonium Salt-Accelerated Hydrazinolysis of Unactivated Amides 不活性化アミド ヒドラジン分解

Outline

Org. Process Res. Dev. 2019, 23, 588–594.
DOI: 10.1021/acs.oprd.8b00424

“Ammonium Salt-Accelerated Hydrazinolysis of Unactivated Amides: Mechanistic Investigation and Application to a Microwave Flow Process”

Megumi Noshita, Yuhei Shimizu, Hiroyuki Morimoto, Shuji Akai, Yoshitaka Hamashima, Noriyuki Ohneda, Hiromichi Odajima, Takashi Ohshima

Abstract
  A study of ammonium salt-accelerated hydrazinolysis of unactivated amides is described. We first studied the reaction mechanism by kinetic experiments and DFT calculations and found that cooperation of the hydrazinium salt and hydrazine is important for promoting the cleavage of unactivated amides. Next, we applied the reaction to a microwave flow process, and the amine products were isolated on a multigram scale.

Equipment information Reactor size: 200 mm, Maximum power: 200 W (SAIDA FDS INC.)

概要

実験結果提供：九州大学　大嶋孝志先生、森本浩之先生
大阪大学　赤井周司先生                         
静岡県立大学　濱島義隆先生、江上寛通先生