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South African Journal of Chemistry

versión On-line ISSN 1996-840X
versión impresa ISSN 0379-4350

S.Afr.j.chem. (Online) vol.64  Durban  2011

 

SHORT COMMUNICTION

 

Synthesis of 9H-indeno [1, 2-b] pyrazine and 11H-indeno [1, 2-b] quinoxaline derivatives in one-step reaction from 2-bromo-4-chloro-1-indanone

 

 

S. JasouriI, II; J. KhalafyI, *; M. BadaliII ; R.H. PragerIII

IDepartment of Chemistry, Urmia University, Urmia 57154, Iran
IIDaana Pharmaceutical Co., P.O. Box 5181, Tabriz 51575, Iran
IIISchool of Chemical and Physical Sciences, Flinders University, G.P.O. Box 2100, Adelaide, Australia 5001

 

 


ABSTRACT

The reaction of 2-bromo-4-chloro-1-indanone with 2,3-diaminomaleonitrile, benzene-1,2-diamine and 4-methylbenzene-1,2-diamine in glacial acetic acid gave 8-chloro-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile, 1-chloro-11H-indeno[1,2-b]quinoxa-line and 1-chloro-7-methyl-11H-indeno[1,2-b]quinoxaline, respectively, in good yield.

Keywords: 2-bromo-4-chloro-1-indanone, diaminopyridine, indeno[1,2-b]quinoxaline, indeno[1,2-b]pyrazine, debromination


 

 

Full text available only in pdf format.

 

Acknowledgements

We gratefully acknowledge the University of Urmia and Daana Pharmaceutical Co. for providing a fellowship for the present work.

 

References

1 S. El-Hawash, N. Habib and M. Kassem, Pharm (Weinheim), 2006, 339, 564.         [ Links ]

2 S. Khan, K. Saleem and Z. Khan, Eur. J. Med. Chem, 2007, 42, 103.         [ Links ]

3 V. Tandon, D. Yadav, H. Maurya, A. Chaturvedi and P. Shukla, Bio. Org. Med. Chem., 2006, 14, 6120.         [ Links ]

4 H. Refaat, A. Moneer and O. Khalil, Arch Pharm Res, 2004, 27, 1093.         [ Links ]

5 A. Carta, M. Loriga, S. Zanetti and L. Sechi, Il Farmaco, 2003, 58, 1251.         [ Links ]

6 B. Zarranz, I. Aldana, A. Jaso and A. Monge, Bioorg. Med. Chem., 2004, 12, 3711.         [ Links ]

7 F. Grande, F. Aiello, O. Grazia, A. Brizzi, A. Garofalo and N. Neamati, Bio. Org. Med. Chem., 2007, 15, 288.         [ Links ]

8 J. Jung, E. Jung, K. Nam-Goong, J. Cho, H. Kim, S. Park, Y. Yoo, J. Kwon and H. Lee, Arch. Pharm. Res., 2006, 9, 276.         [ Links ]

9 H. Gali-Muhtasib, M. Diab-Assaf and M. Haddadin, Cancer Chemother. Pharmacol, 2005, 55, 369.         [ Links ]

10 C. Liu, B. Wang, W. Li, L. Yun, Y. Liu, R. Su, J. Li and H. Liu, Bioorg. Med. Chem., 2004, 12, 4701.         [ Links ]

11 M. Loriga, S. Piras, G. Paglietti, M. Costi and A. Venturelli, Il Farmaco, 2003, 58, 51.         [ Links ]

12 N. Vekariya, M. Khunt and A. Parikh. Ind. J. Chem, 2003, 42, 421.         [ Links ]

13 J. Azizian, A. Karimi, Z. Kazemizadeh, A. Mohammadi and M. Mohammadizadeh, Tetrahedron Letters, 2006, 46, 6155.         [ Links ]

14 M. Honari, M. Helliwell, M.M. Bradarani and J.A. Joule, ARKIVOK, 2008, xiv, 166.         [ Links ]

15 A. Al-Azmi, A. Zaher and A. Elassar, B.L. Booth, Tetrahedron, 2003, 59, 2749.         [ Links ]

16 T. Utsukihara, H. Nakamura, M. Watanabe and C.A. Horiuchi, Tetrahedron Letters, 2006, 47, 9359.         [ Links ]

17 Y. Kubota, T. Shibata, E. B. Horiguchi, J. Uehara, K. Funabiki, S. Matsumoto, M. Ebihara and M. Matsui, Tetrahedron, 2009, 65, 2506.         [ Links ]

18 A. Guirado, J. Sanchez, A. Cerezo, D. Bautista and J. Galvez, Tetrahedron, 2009, 65, 2254.         [ Links ]

19 S. Jasouri, J. Khalafi, M. Badali and M. Piltan, S. Afr. J. Chem, 2010, 63, 83-87.         [ Links ]

 

 

Received 22 January 2011
Revised 21 April 2011
Accepted 4 May 2011

 

 

* To whom correspondence should be addressed. E-mail: j.khalafi@mail.urmia.ac.ir; jkhalafi@yahoo.com

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