Journal :   Asian Journal of Research in Chemistry

Volume No. :   5

Issue No. :  12

Year :  2012

Pages :   1444-1447

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Photo Rearrangement of 5-Bromo-3(5′-Bromo-2′-Nitrophenyl)-2,1-Benzisoxazoles

Address:   A. Jepa .Malar1 ,M. Christudhas1 G. Allen Gnana Raj2
1Department of Chemistry, N. M. Christian College, Marthandam, Tamil Nadu, India- 629165
2Department of Chemistry, Scott Christian College (Autonomous), Nagercoil, Tamil Nadu, India- 629003,
*Corresponding Author

The present study reports the photo rearrangement of 5-bromo-3(5'-bromo-2'-nitrophenyl)-2,1-benzisoxazoles in acidic medium. Irradiation of 5,5'-dibromo-2,2'-dinitrodiphenylmethane (BNDPM, 1) in acidified ethanol affords 5-bromo-3(5'-bromo-2'-nitrophenyl)-2,1-benzisoxazoles (BBNB, 2 ). The irradiation of 5-bromo-3(5'-bromo-2'-nitrophenyl)-2,1-benzisoxazoles (BBNB, 2) in acidic ethanol affords 2,9-dibromodibenzo [c,f][1,2]diazepin-11-one-5-oxide (DBDAO, 3), 2,7-dibromo acridone (DBA, 4), 2,9-dibromo dibenzo[c,f][1,2] diazepin-11-one-5,6-dioxide (DBDADO, 5) and 2,7- dibromo-N-hydroxy acridone (DBNHA, 6). A possible mechanism is suggested for the photo reaction. The chemical structure of these compounds is confirmed by UV-visible and FTIR spectroscopic analysis.
5-bromo-3(5′-bromo-2′-nitrophenyl)-2,1-benzisoxazoles, dibenzo[c,f][1,2] diazepin-11-one-5-oxide, acridone, N,N-dioxides, N-hydroxy acridone.
A. Jepa .Malar ,M. Christudhas, G. Allen Gnana Raj. Photo Rearrangement of 5-Bromo-3(5′-Bromo-2′-Nitrophenyl)-2,1-Benzisoxazoles. Asian J. Research Chem. 5(12): Dec., 2012; Page 1444-1447.
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