Synthesis of Acid Hydrazides from Carboxylic Acids in Continuous Flow
Matthew W. Halloran, Caitlin Hudecek, Michael D. Burkart
Abstract
A concise methodology for the synthesis of acid hydrazides from carboxylic acids via a continuous flow process in yields ranging from 65 to 91% is described. Using short residence times of between 13 and 25 mins, the conditions proved amenable to a variety of mono- and diacids, including aliphatic, aromatic, and heteroaromatic functionalities. To demonstrate scalability, a large-scale (200 g) synthesis of azelaic dihydrazide was conducted over a continuous run of 9 h with an 86% overall yield, equating to a 22 g/h output.
Topics & Concepts
Yield (engineering)Continuous flowFlow chemistryChemistryCarboxylic acidOrganic chemistryAzelaic acidCombinatorial chemistryMaterials scienceCatalysisBiochemical engineeringEngineeringMetallurgyInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and ReactionsChemical Synthesis and Analysis