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Crystallography Reports

, Volume 63, Issue 6, pp 925–929 | Cite as

Crystal Structure of 2-(Hexyloxy)benzo[b]phenazine-6,11-dione

  • M. Yıldız
  • N. Bayrak
  • H. Yıldırım
  • M. Sahin
  • A. F. Tuyun
STRUCTURE OF ORGANIC COMPOUNDS

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.

Notes

ACKNOWLEDGMENTS

The authors thank the Research Fund of Istanbul University for financial support of this work.

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Copyright information

© Pleiades Publishing, Inc. 2018

Authors and Affiliations

  1. 1.Chemistry Department, Gebze Technical UniversityKocaeliTurkey
  2. 2.Chemistry Department, Engineering Faculty, Istanbul University-CerrahpasaIstanbulTurkey
  3. 3.Engineering Sciences Department, Engineering Faculty, Istanbul University-CerrahpasaIstanbulTurkey

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