Synthesis, Spectral, and Antimicrobial Activity of 6-Alkylcarbamato-2,10-dichloro-12- trichloromethyl-12H-dibenzo[d,g][1,3,2]- dioxaphosphocin 6-Oxides

Abstract

6-Alkylcarbamato/alkylthiocarbamato-2,10-dichloro-12-trichloromethyl-12H-dibenzo[d,g][1,3,2]-dioxaphosphocin 6-oxides (4a–f) have been synthesized by the condensation of 2,2-bis-(2-hydroxy-5-chlorophenyl)-1,1,1-trichloroethane (3) with dichlorophosphinyl carbamates (2a–f) of different alcohols/thiols in the presence of triethylamine in dry toluene. The title compounds structures were confirmed by different spectral (elemental, IR and ¹H, ¹³C & ³¹P NMR) studies and found to possess antimicrobial activity.

Keywords:

• 2,2-bis(2-hydroxy-5-chlorophenyl)-1,1,1-trichloro-ethane
• Dichloroisocyanato phosphinyl carbamates/thiocarbamates
• Dibenzodioxaphosphocin 6-oxides

Acknowledgments

The authors express their thanks to Prof. C. Devendranath Reddy, Dr. C. Nagaraju, Department of Chemistry, S.V. University, Tirupati, India, for helpful discussions; Prof. K. D. Berlin of Oklahoma State University, USA, for spectral recording; and Directors of SIF, IISc, Bangalore and CDRI, Lucknow, for spectral and microanalytical data. KAK thanks CSIR for awarding Senior Research Fellowship.