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

Synthesis and Crystal Structures of N-Substituted Pyrazolines

1, 1, 1, 1,2,* , 3, 3 and 4
1 Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang 11800 USM, Malaysia 2 Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia 3 Department of Studies in Chemistry, Mangalore University, Mangalagangotri-574 199, India 4 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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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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