Synthesis and antimicrobial activity of 2-substituted-6-chloro-8-nitro-4-trichloromethyl-4<i>H</i>-1,3,2-benzodioxaphosphorin 2-oxides

Abstract

A series of 2-aryloxy/2-arylthio-6-chloro-8-nitro-4-trichloromethyl-4<i>H</i>-1,3,2-benzodioxaphosphorin 2-oxides <b>3</b> have been synthesized by-reacting 2-(2,2,,2-trichloro-1-hydroxyethyl)-4-chloro-6-nitrophenol <b>1</b> with different arylphosphorodichloridates <b>2</b> in the presence of triethylamine at 70-80°C. Some of these compounds are prepared by reacting the monochloride, 2-chloro- 6-chloro-8-nitro-4-trichloromethyl-4<i>H</i>-1, 3, 2-benzodioxaphosphorin 2-oxide 4, <i>in situ </i>with substituted phenol and thiols <b>5</b>. The

monochloride is prepared by condensing 2-(2,2,2-trichloro-1-hydroxyethyl)- 4-chloro-6-nitrophenol with phosphorus oxychloride. IR, ¹H, ¹³C and ³¹P NMR and mass spectral data have been discussed. Some of these compounds have been screened for their antibacterial and antifungal activities.