ChemInform Abstract: Synthesis of 2-Substituted-2,3-dihydro-5-benzoyl-1H-1,3,2-benzodiazaphosphole 2-Oxides/Sulfides.

Syntheses of 2-aryloxy/2-chloro ethoxy-2,3-dihydro-5-benzoyl-1H-1,3,2-benzodiaza-phosphole 2-oxides 3a–h were accomplished by reactions of equimolar quantities of 3,4-diaminobenzophenone (1) with various aryl/chloroethoxy phosphorodichloridates 2a–g and 2h in the presence of triethylamine at 50–60°C. Compounds 3i–k were prepared by reacting 3,4-diaminobenzophenone (1) with aryl thiophosphorodichloridates 2i–k under similar conditions. They were characterized by IR, 1H, 13C, and 31P NMR spectral data. Some of these products possessed siginificant antimicrobial activity © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:340–345, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10044

[1]  P. Reddanna,et al.  Lipoxygenase Metabolites of α-linolenic Acid in the Development of Resistance in Pigeonpea, Cajanus cajan (L.) Millsp, Seedlings Against Fusarium udum Infection , 2000, European Journal of Plant Pathology.

[2]  K. Berlin,et al.  A facile synthesis and antimicrobial activity of 2,10‐dichloro‐6‐(aryloxy/thiophenoxy)‐4,8‐dinitrodibenzol[d,g][1,3,6,2]‐dioxathiaphosphocin‐ 6‐oxides , 2000 .

[3]  K. Berlin,et al.  SYNTHESIS OF 8-SUBSTITUTED-16H-DINAPHTHO [2,1-d:1′,2′-g] 1, 3, 2-DIOXAPHOSPHOCIN 8-OXIDES , 1991 .

[4]  R. Zhdanov,et al.  Biologically Active Stable Radicals; XV1. Spin-Labeled Alkyl Carbamate-N-phosphonic Acid Aziridides , 1979 .

[5]  Martin Grayson,et al.  Topics in Phosphorus Chemistry , 1977 .

[6]  C. E. Griffin The interpretation of the infrared spectra of organophosphorus compounds , 1975 .

[7]  F. Ramirez,et al.  Crystalline six-coordinate phosphorus compounds derived from spiropentaoxyphosphoranes , 1974 .

[8]  L. Thomas,et al.  Characteristic infrared absorption frequencies of organophosphorus compounds—II. PO(X) bonds , 1964 .

[9]  R. Nyquist Correlations between infrared spectra and structure: Phosphoramides and related compounds—II , 1963 .

[10]  O. M. Friedman,et al.  Potential Carcinolytic Agents Related to Cyclophosphamide1 , 1963 .

[11]  J. R. Wazer,et al.  Principles of Phosphorus Chemistry. II. Nuclear Magnetic Resonance Measurements1 , 1956 .

[12]  P. Lauterbur,et al.  Nuclear Magnetic Resonance Spectra of Phosphorus Compounds , 1956 .

[13]  J. Morton,et al.  Filter Paper Disc Modification of the Oxford Cup Penicillin Determination.∗ , 1944 .