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

Synthesis and Crystal Structures of N-Substituted Pyrazolines

Wan-Sin Loh 1 , Ching Kheng Quah 1 , Tze Shyang Chia 1 , Hoong-Kun Fun 1,2,* email, Majal Sapnakumari 3 , Badiadka Narayana 3  and Balladka Kunhanna Sarojini 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; in revised form: 2 February 2013 / Accepted: 7 February 2013 / Published: 20 February 2013
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Abstract: 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

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Cite This Article

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.

AMA Style

Loh W-S, Quah CK, Chia TS, Fun H-K, Sapnakumari M, Narayana B, Sarojini BK. Synthesis and Crystal Structures of N-Substituted Pyrazolines. Molecules. 2013; 18(2):2386-2396.

Chicago/Turabian Style

Loh, Wan-Sin; Quah, Ching K.; Chia, Tze S.; Fun, Hoong-Kun; Sapnakumari, Majal; Narayana, Badiadka; Sarojini, Balladka K. 2013. "Synthesis and Crystal Structures of N-Substituted Pyrazolines." Molecules 18, no. 2: 2386-2396.

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