Formation of ionic co-crystals of amphoteric azoles directed by the ionic liquid co-former 1-ethyl-3-methylimidazolium acetate

Hatem M. Titi; Steven P. Kelley; Max E. Easton; Stephen D. Emerson; Robin D. Rogers

doi:10.1039/C7CC04429A

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Formation of ionic co-crystals of amphoteric azoles directed by the ionic liquid co-former 1-ethyl-3-methylimidazolium acetate†

Hatem M. Titi,

^a Steven P. Kelley,

^a Max E. Easton,^a Stephen D. Emerson^b and Robin D. Rogers

*^abc

Author affiliations

* Corresponding authors

^a Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, Canada
E-mail: robin.rogers@mcgill.ca

^b Department of Chemistry, The University of Alabama, Tuscaloosa, AL 35487, USA

^c 525 Solutions, Inc., 720 2nd Street, Tuscaloosa, AL 35401, USA

Abstract

The ionic liquid (IL) 1-ethyl-3-methylimidazolium acetate was utilized as a liquid-state crystallization agent to form ionic co-crystals using amphoteric azoles selected as model compounds for active pharmaceutical ingredients. Weakly acidic azoles crystallize the IL relatively quickly, while stronger acidic azoles undergo slower ion exchange with the IL to form salts.

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Article information

DOI: https://doi.org/10.1039/C7CC04429A
Article type: Communication
Submitted: 07 Jun 2017
Accepted: 11 Jul 2017
First published: 11 Jul 2017

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Chem. Commun., 2017,53, 8569-8572

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Formation of ionic co-crystals of amphoteric azoles directed by the ionic liquid co-former 1-ethyl-3-methylimidazolium acetate

H. M. Titi, S. P. Kelley, M. E. Easton, S. D. Emerson and R. D. Rogers, Chem. Commun., 2017, 53, 8569 DOI: 10.1039/C7CC04429A

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Chemical Communications

Formation of ionic co-crystals of amphoteric azoles directed by the ionic liquid co-former 1-ethyl-3-methylimidazolium acetate†

Abstract

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Formation of ionic co-crystals of amphoteric azoles directed by the ionic liquid co-former 1-ethyl-3-methylimidazolium acetate

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