Catalyst- and Solvent-Free Synthesis of N-Acylhydrazones via Solid-State Melt Reaction

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Publication Details

Author list: Mayurachayakul P., Niamnont N., Chaiseeda K., Chantarasriwong O.

Publisher: Wiley - VCH Verlag GmbH & CO. KGaA

Publication year: 2022

Volume number: 11

Issue number: 5

Start page: e2022001

ISSN: 21935807

URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85127599830&doi=10.1002%2fajoc.202200117&partnerID=40&md5=2af02cd0fcd1eaa82bd7f1cce22ad199

Languages: English-Great Britain (EN-GB)

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Abstract

We describe a fast, simple, and effective synthesis of N-acylhydrazones via a solid-state melt reaction under catalyst- and solvent-free conditions. The reactions of 2-furoic hydrazide, 2-thiophenecarboxylic acid hydrazide and substituted alkyl/aryl-acylhydrazides with aromatic aldehydes proceeded well at 120 °C in only 30 min to give the corresponding products in good to excellent isolated yields (74–100%) without purification using column chromatography. Gram scale experiments also worked well. This method could be considered as a green procedure, which has a high atom economy (94.69–94.90%), high reaction mass efficiency (84.27–87.33%), low E-factor (0.15–0.19 g/g), and low process mass intensity (13.21–14.30 g/g). © 2022 Wiley-VCH GmbH.

Keywords

catalyst-free synthesis, hydrazones, solid-state melt reaction, solvent-free synthesis