Reduction of acridine and 9-chloroacridine by red phosphorus in the KOH/DMSO system

Cover Page

Cite item

Full Text

Abstract

Acridine reacts with red phosphorus in KOH/DMSO(H2O) system upon heating (100 ºC, 3 h) to regioselectively give and 9,10-dihydroacridine in almost quantitative yields. Under similar conditions, the reaction of 9-chloroacridine with the system Pred/KOH/DMSO(H2O) affords 9,10-dihydroacridine and acridone in 51 and 40% yields respectively.

About the authors

V. A. Kuimov

Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: boris_trofimov@irioch.irk.ru
Russian Federation, 1, Favorsky street, Irkutsk, 664033

N. K. Gusarova

Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: boris_trofimov@irioch.irk.ru
Russian Federation, 1, Favorsky street, Irkutsk, 664033

S. F. Malysheva

Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: boris_trofimov@irioch.irk.ru
Russian Federation, 1, Favorsky street, Irkutsk, 664033

T. V. Kon’kova

Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: boris_trofimov@irioch.irk.ru
Russian Federation, 1, Favorsky street, Irkutsk, 664033

B. A. Trofimov

Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Author for correspondence.
Email: boris_trofimov@irioch.irk.ru

Academician of the Russian Academy of Sciences

Russian Federation, 1, Favorsky street, Irkutsk, 664033

References

  1. Trofimov B.A., Artem’ev A.V., Malysheva S.F., Gusarova N.K., Belogorlova N.A., Korocheva A.O., Gatilov Y.V., Mamatyuk V. I. // Tetrahedron Lett. 2012. V. 53. P. 2424-2427.
  2. Малышева С.Ф., Корочева A.O., Белогорлова Н.A., Артемьев A.В., Гусарова Н.K., Трофимов Б.A. // ДАН. 2012. T. 445. № 6. С. 637-638.
  3. Malysheva S.F., Kuimov V.A., Trofimov A.B., Belogorlova N.A., Litvintsev Y.I., Belogolova A.M., Gusarova N.K., Trofimov B. A. // Mendeleev Communs. 2018. V. 28. P. 472-474.
  4. Физер Л., Физер М. Реагенты для органического синтеза. М.: Мир, 1978. Т. 7. С. 162.
  5. Gusarova N.K., Arbuzova S.N., Trofimov B. A. // Pure and Appl. Chem. 2012. V. 84. № 3. P. 439-459.
  6. Trofimov B.A., Gusarova N. K. // Mendeleev Communs. 2009. № 6. P. 295-302.
  7. Serrano D.P., Aguado J., Vicente G., Sánchez N. J. // Anal. Appl. Pyrol. 2007. V. 78. № 1. P. 194-199.
  8. Yang Y., Wang Q., Chen H., Zhang X. // Fuel. 2014. V. 133. P. 241-244.
  9. Dhar D., Tolman W.B. // J. Amer. Chem. Soc. 2015. V. 137. № 3. P. 1322-1329.
  10. Gao H., Groves J.T. // J. Amer. Chem. Soc. 2017. V. 139. № 11. P. 3938-3941.
  11. Braun D., von Gentzkow W., Rudolf A. P. // Polym. Degrad. Stabil. 2001. V. 74. № 1. P. 25-32.
  12. Shahid M. D. Pat. USA 6525146. 2003.
  13. Su W.-X., Zuo X., Xie Z., Zhang G.-P., Wang C.-K. // Rsc. Adv. 2017. V. 7. № 23. P. 14 200-14 205.
  14. Yang L., Li X., Qu Y., Qu W., Zhang X., Hang Y., Ågren H., Hua J. // Sensors and Actuators B: Chem. 2014. V. 203. P. 833-847.
  15. Lee J., Shizu K., Tanaka H., Nakanotani H., Yasuda T., Kaji H., Adachi C. // J. Mat. Chem. C. 2015. V. 3. № 10. P. 2175-2181.

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2019 Russian academy of sciences

This website uses cookies

You consent to our cookies if you continue to use our website.

About Cookies