345620-58-8Relevant academic research and scientific papers
Studies in Rearrangement of 2-(Arylthio)benzohydroxamic Acids to the Corresponding 2-(Arylsulphinyl)benzamides
Dhareshwar, G. P.,Chhaya, P. N.,Hosangadi, B. D.
, p. 831 - 835 (2007/10/02)
2-(2'-Methoxyphenylthio)-(III)-, 2-(4'-methoxyphenylthio)-(IV)-, 2-(2'-methylphenylthio)-(V)- and 2-(4'-methylphenylthio)-(VI)-benzohydroxamic acids on treatment with polyphosphoric acid yield 2-(2'-methoxyphenylsulphinyl)-(VII)-, 2-(4'-methoxyphenylsulphinyl)-(VIII)-, 2-(2'-methylphenylsulphinyl)-(IX)- and 2-(4'-methylphenylsulphinyl)-(X)-benzamides respectively, illustrating the generality of rearrangement reported earlier .The rearrangement can also be effected with other reagents like xylene-P2O5, perchloric acid- gl. acetic acid and trifluoracetic acid. 2-Methylthiobenzohydroxamic acid (XI) and 4-(phenylthio)benzohydroxamic acid (XII) when treated with PPA yield benzothiazolone (XIII) and 4-aminodiphenyl sulphide (XIV).Experimental evidence has been presented which points to a concerted mechanism for the intramolecular oxygen transfer.
