Synthesis and Antimicrobial Activity of New 2,10‐Dichloro‐6‐phenylaminobenzyl‐dibenzo[d,g] [1,3 ,6,2]dioxathiaphosphocin 6‐Oxides
- 1 January 2008
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 45 (1) , 103-107
Abstract
Magnified image A series of novel 2,10‐dichloro‐6‐phenylaminobenzyldibenzo[d,g][1 ,3,6,2]dioxa‐thiaphosphocin 6‐oxides were synthesized in two steps. In the first step, 5,5'‐dichloro‐2.2'‐dihydroxydiphenyl sulphide 1 was reacted with phosphorus tribromide in the presence of triethylamine in dry toluene at room temperature to yield an intermediate, phosphorobromodite 2. In the second step, 2 was treated in situ with aromatic aldehydes 3 and aromatic amines 4 in toluene at retluxing temperature ytelded the title compounds 5a‐h. Their structures were established by analytical, IR, NMR (1H, 13C and 31P) and mass spectra. Compounds 5a‐h have been screened for their antimicrobial activity. They exhibited significant antibacterial and antifungal activity.Keywords
This publication has 6 references indexed in Scilit:
- Synthesis and Antimicrobial Activity of N-(Substituted)-N'-(2,3-dihydro-2-oxido-5-benzoyl-1H-1,3,2-benzodiazaphosphol-2-yl) UreasChemical and Pharmaceutical Bulletin, 2003
- Synthesis of 2-[(Benzyloxycarbonylamino)phenylmethyl]-1,3,2-benzodioxaphosphole 2-OxidesSynthesis, 1998
- The asymmetric synthesis of α-chloro α-alkyl and α-methyl α-alkyl phosphonic acids of high enantiomeric purity.Tetrahedron Letters, 1990
- Stereoelectronic effects in the reactions of epimeric 2-aryloxy-2-oxy-1,3,2-dioxaphosphorinanes and oxazaphosphorinanesJournal of the American Chemical Society, 1980
- Characteristic infrared absorption frequencies of organophosphorus compounds—II. PO(X) bondsSpectrochimica Acta, 1964
- Filter Paper Disc Modification of the Oxford Cup Penicillin Determination.Experimental Biology and Medicine, 1944