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Issue 38, 2014

Efficient solvent-controlled crystallization of pure polymorphs of 1-nitro-4-(4-nitrophenylmethylthio)benzene

Author affiliations

Abstract

Four pure polymorphs (IIV) and a monohydrate of 1-nitro-4-(4-nitrophenylmethylthio)benzene (abbreviated as NNB) were readily obtained in bulk quantities through a solvent-control strategy. A total of 15 common solvents were used to explore the crystallization behaviour of NNB. Forms II and IV and the monohydrate exhibit solvent-dependent polymorphic selectivity. Form I can be preferentially crystallized from solvents with high dielectric constants, while III is obtainable from solvents with low dielectric constants. All of the forms were characterized via single-crystal X-ray determination, and the rationalization of structural features is discussed. Phase behaviours of the polymorphs were observed through differential scanning calorimetry (DSC) and powder X-ray diffraction. This study may contribute to the strategic discovery and development of a desirable polymorph of any organic drug substance via solvent control.

Graphical abstract: Efficient solvent-controlled crystallization of pure polymorphs of 1-nitro-4-(4-nitrophenylmethylthio)benzene

Supplementary files

Article information


Submitted
10 Apr 2014
Accepted
20 Jun 2014
First published
20 Jun 2014

CrystEngComm, 2014,16, 8960-8968
Article type
Paper

Efficient solvent-controlled crystallization of pure polymorphs of 1-nitro-4-(4-nitrophenylmethylthio)benzene

C. Wan, A. Li, S. A. Al-Thabaiti, E. H. El-Mosslamy and T. C. W. Mak, CrystEngComm, 2014, 16, 8960 DOI: 10.1039/C4CE00753K

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