Crystal Structure of 2-(Hexyloxy)benzo[b]phenazine-6,11-dione
- Authors: Yıldız M.1, Bayrak N.2, Yıldırım H.2, Sahin M.2, Tuyun A.F.3
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Affiliations:
- Chemistry Department, Gebze Technical University
- Chemistry Department, Engineering Faculty, Istanbul University-Cerrahpasa
- Engineering Sciences Department, Engineering Faculty, Istanbul University-Cerrahpasa
- Issue: Vol 63, No 6 (2018)
- Pages: 925-929
- Section: Structure of Organic Compounds
- URL: https://journals.rcsi.science/1063-7745/article/view/193128
- DOI: https://doi.org/10.1134/S1063774518060317
- ID: 193128
Cite item
Abstract
Cyclization of 2-chloro-3-((4-(hexyloxy)phenyl)amino)naphthalene-1,4-dione obtained from the reaction of 2,3-dichloro-1,4-naphthoquinone with 4-(hexyloxy)aniline by sodium azide in N,N-dimethylformamide (DMF) at 90–95°C gives 2-(hexyloxy)benzo[b]phenazine-6,11-dione. This is a remarkable example of a general procedure to prepare functionalized benzo[b]phenazine-6,11-dione derivatives. The structure of the title compound was confirmed by single crystal X-ray diffraction analysis. The compound, C22H20N2O3, crystallizes in the sp. gr. P\(\bar {1}\), Z = 2. Both O atoms and one of N atoms are involved in hydrogen bonds forming a network. Besides, there is offset stacking interaction between the planes of polycyclic systems with interplanar distance of 3.383 Å.
About the authors
M. Yıldız
Chemistry Department, Gebze Technical University
Author for correspondence.
Email: mahmutyildiz1981@gmail.com
Turkey, Kocaeli, Gebze, 41400
N. Bayrak
Chemistry Department, Engineering Faculty, Istanbul University-Cerrahpasa
Email: aftuyun@gmail.com
Turkey, Istanbul, Avcılar, 34320
H. Yıldırım
Chemistry Department, Engineering Faculty, Istanbul University-Cerrahpasa
Email: aftuyun@gmail.com
Turkey, Istanbul, Avcılar, 34320
M. Sahin
Chemistry Department, Engineering Faculty, Istanbul University-Cerrahpasa
Email: aftuyun@gmail.com
Turkey, Istanbul, Avcılar, 34320
A. F. Tuyun
Engineering Sciences Department, Engineering Faculty, Istanbul University-Cerrahpasa
Author for correspondence.
Email: aftuyun@gmail.com
Turkey, Istanbul, Avcılar, 34320