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Molecules 2013, 18(2), 2386-2396; doi:10.3390/molecules18022386

Synthesis and Crystal Structures of N-Substituted Pyrazolines

Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang 11800 USM, Malaysia
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
Department of Studies in Chemistry, Mangalore University, Mangalagangotri-574 199, India
Department of Chemistry, P.A. College of Engineering, Nadupadavu, Mangalore-574 153, India
Author to whom correspondence should be addressed.
Received: 12 December 2012 / Revised: 2 February 2013 / Accepted: 7 February 2013 / Published: 20 February 2013
(This article belongs to the Section Organic Synthesis)
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Four pyrazole compounds, 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde (1), 5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde (2), 1-[5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone (3) and 1-[3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one (4), have been prepared by condensing chalcones with hydrazine hydrate in the presence of aliphatic acids, namely formic acid, acetic acid and propionic acid. The structures were characterized by X-ray single crystal structure determination. The dihedral angles formed between the pyrazole and the fluoro-substituted rings are 4.64(7)° in 1, 5.3(4)° in 2 and 4.89(6)° in 3. In 4, the corresponding angles for molecules A and molecules B are 10.53(10)° and 9.78(10)°, respectively.
Keywords: synthesis; X-ray diffraction; pyrazole; crystal structure synthesis; X-ray diffraction; pyrazole; crystal structure
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Loh, W.-S.; Quah, C.K.; Chia, T.S.; Fun, H.-K.; Sapnakumari, M.; Narayana, B.; Sarojini, B.K. Synthesis and Crystal Structures of N-Substituted Pyrazolines. Molecules 2013, 18, 2386-2396.

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