Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 98, No. 2, 2019, pp.224-235
Published online, 7th February, 2019
DOI: 10.3987/COM-18-14024
Synthesis, Crystal Structure, Spectroscopic and Computational Studies of 2-{1-[2-(1,3-Dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazono]ethyl}pyridine

Ahmad S. Abushamleh,* Kayed A. Abu-Safieh,* Monther A. Khanfar, Khaleel I. Assaf, Bader A. Salameh, and Nisreen J. Alwahsh

*Department of Chemistry, Faculty of Science, Hashemite University, P.O. Box 330127 Zarqa, 13133, Jordan


2-{1-[2-(1,3-Dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazono]ethyl}- pyridine has been prepared from 5-hydrazino-1,3-dimethyl-4-nitro-1H-pyrazole and 2-acetylpyridine in an ethanolic solution. It crystallizes as an (E/Z) isomeric pair in the triclinic space group P-1 with the lattice parameters: a = 10.357(1) Å, b = 11.613(1) Å, c = 13.069(1) Å, α = 67.74(1)°, β = 70.77(1)°, γ = 67.92(1)°, volume = 1315.6(3) Å3, Z = 2. The isomeric pair (E/Z) is contained in the unit cell, where the N-H group is H-bonded to the pyridine nitrogen and to the oxygen of the nitro group in the Z-isomer and to the oxygen of the nitro group only in the E-isomer. NMR showed that the E-isomer is the major. DFT calculations were performed to further investigate the electronic properties of the synthesized compound.