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Published on: February 5, 2018
5-Bromo-2-chloro-pyrimidin-4-amine.
Mohan Kumar1, C Mallikarjunaswamy, M A Sridhar
1Department of Studies in Physics, Manasagangotri, University of Mysore, Mysore 570 006, India.
Summary
This study details the crystal structure of a bromochloro-pyrimidine compound. Molecules self-assemble via hydrogen bonds into a 2D framework, revealing key intermolecular interactions in the solid state.
Area of Science:
- Crystallography
- Chemical Physics
- Materials Science
Background:
- Pyrimidine derivatives are important in medicinal chemistry and materials science.
- Understanding intermolecular interactions is crucial for designing novel materials and pharmaceuticals.
Purpose of the Study:
- To characterize the crystal structure of the title compound (C4H3BrClN3).
- To investigate the hydrogen bonding patterns and resulting supramolecular architecture.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of intermolecular interactions, including hydrogen bonds, was performed.
Main Results:
- The pyrimidine ring in C4H3BrClN3 is essentially planar.
- Molecules form inversion dimers through N-H⋯N hydrogen bonds.
- These dimers further assemble into a two-dimensional framework parallel to the bc plane via additional N-H⋯N hydrogen bonds.
Conclusions:
- The study elucidates the self-assembly mechanism of C4H3BrClN3 in the solid state.
- The identified 2D framework highlights the role of hydrogen bonding in crystal engineering of halogenated pyrimidines.
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In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
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Separation of the aromatic...
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Separation of the aromatic...
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01:25Basicity of Heterocyclic Aromatic Amines
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