Issue 13, 2018

Mechanochemistry for “no solvent, no base” preparation of hydantoin-based active pharmaceutical ingredients: nitrofurantoin and dantrolene

Abstract

The eco-compatible, base- and waste-free, energy-efficient, low-environmental-impact, gram-scale, mechanochemical preparation of marketed drugs such as nitrofurantoin (Furantin©), dantrolene (Dantrium©) and their structurally related derivatives is herein reported. Not a drop of organic solvent was used for the entire process and high yields of pure compounds were obtained without post-reaction work-up. Hydrazones were stable in the presence of water and gaseous HCl, formed as by-products during the synthesis. Comparative mechanochemical experiments were performed using diverse milling devices and jar materials, the active pharmaceutical ingredients were analyzed by PXRD and green metrics are calculated.

Graphical abstract: Mechanochemistry for “no solvent, no base” preparation of hydantoin-based active pharmaceutical ingredients: nitrofurantoin and dantrolene

Supplementary files

Article information

Article type
Communication
Submitted
29 apr 2018
Accepted
07 iyn 2018
First published
08 iyn 2018

Green Chem., 2018,20, 2973-2977

Mechanochemistry for “no solvent, no base” preparation of hydantoin-based active pharmaceutical ingredients: nitrofurantoin and dantrolene

E. Colacino, A. Porcheddu, I. Halasz, C. Charnay, F. Delogu, R. Guerra and J. Fullenwarth, Green Chem., 2018, 20, 2973 DOI: 10.1039/C8GC01345D

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