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Updated: Jun 1, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
1-Benzoyl-3-(5-quinol-yl)thio-urea
Summary
A novel organic compound, C(17)H(13)N(3)OS, was synthesized using benzoyl chloride, ammonium thiocyanate, and 5-amino-quinoline. The crystal structure reveals intermolecular hydrogen bonds forming sheets and an intramolecular bond.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- 5-amino-quinoline is a versatile heterocyclic compound.
- Phase-transfer catalysis offers efficient synthetic routes.
- Hydrogen bonding plays a crucial role in crystal engineering.
Purpose of the Study:
- To synthesize a novel organic compound containing quinoline and thiourea moieties.
- To elucidate the crystal structure and intermolecular interactions of the synthesized compound.
Main Methods:
- Chemical synthesis involving benzoyl chloride, ammonium thiocyanate, and 5-amino-quinoline.
- Crystallization facilitated by poly(ethylene glycol)-400 (PEG-400) as a phase-transfer catalyst.
- X-ray diffraction analysis to determine the crystal structure.
Main Results:
- Successful synthesis of the target compound with molecular formula C(17)H(13)N(3)OS.
- The crystal structure consists of discrete molecules.
- Intermolecular N-H⋯N and C-H⋯N hydrogen bonds link molecules into sheets parallel to the (100) plane.
- An intramolecular N-H⋯O hydrogen bond is also observed.
Conclusions:
- The study reports the synthesis and crystal structure of a new organic compound.
- The observed hydrogen bonding network dictates the supramolecular architecture in the solid state.
- This work contributes to the understanding of structure-property relationships in quinoline derivatives.
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