July 2003
Preparation of N-Phenyl-N
-(2,3-dihydro-2-oxido-5-benzoyl-1H-1,3,2-
863
2) Venugopal M., Sankar Reddy B., Devendranath Reddy C., Berlin K.
D., J. Heterocyclic Chem., 38, 275—279 (2001).
benzodiazaphosphol-2-yl) Urea (5a) A solution of aniline (0.186 g,
0.002 mol) in dry toluene (20 ml) was added dropwise over a period of
20 min to a cold solution (Ϫ15 °C) of isocyanatophosphonic dichloride (1,
0.320 g, 0.002 mol) in dry toluene (20 ml). After the addition, the tempera-
ture of the reaction mixture was allowed to rise slowly to room temperature
and was maintained further for 2 h. Phenyl carbamidophosphoric acid
dichloride (3a) being insoluble in toluene separated out. To this mixture was
added a cold solution (0 °C) of 3,4-diaminobenzophenone (4, 0.424 g,
0.002 mol) and triethylamine (0.404 g, 0.004 mol) in 30 ml of tetrahydrofu-
ran–toluene mixture (1 : 1). The temperature of the reaction mixture was
raised slowly 40—45 °C and kept under stirring for 4—5 h. The precipitated
triethylamine hydrochloride was filtered off and the solvent from the filtrate
was evaporated under reduced pressure. The residue after washing with
water was recrystallized from methanol to afford a pure material of (5a) as
an amorphous powder, yield 0.42 g (54%) mp 145—147 °C (dec.). The other
compounds (5b—i) were prepared by adopting the same procedure.
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Acknowledgements The authors express their thanks to Professor C.
Devendranath Reddy for his helpful guidance and discussions, the Director
of SIF, IISC, Bangalore for the spectral data, Dr. K. Vijaya Lakshmi, Associ-
ate Professor, Dr. P. Umamaheswari Devi, Assistant Professor, Department
of Microbiology, Sri Padmavathi Mahila University, Tirupati for their help in
antimicrobial studies, Dr. M. R. Ashok, Head of the Dept. of English, S. V.
University, Tirupati for carrying out English Editorial Corrections and P. V.
G. Reddy is grateful to CSIR for awarding Senior Research Fellowship.
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denna P., Eur. J. Plant Pathol., 106, 857—865 (2000).
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References
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Vasu Govardhana Reddy, Peddaiahgari
