Alkynyl aryl sulfones

A - Human Necessities – 61 – K

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Details

A61K 31/10 (2006.01) C07C 317/06 (2006.01) C07C 317/14 (2006.01) C07C 317/22 (2006.01)

Patent

CA 2364611

The present invention provides compounds having the formula (I) wherein R1, R2, R3, R4, and R5 are independently hydrogen, chlorine, bromine, fluorine, iodine, substituted or unsubstituted linear or branched C1-C3 alkoxy, substituted or unsubstituted linear or branched C1-C3 thioalkoxy, substituted or unsubstituted linear or branched C1-C8 alkyl, hydroxyl, thiol,-CN, -CF3, - OCF3,-NO2, acetyl, or -NR6R7; R6 and R7 are independently hydrogen, methyl, or ethyl; and X is iodine or bromine. Another embodiment of the invention includes specific ethynyl benzene sulfone derivatives. The alkynyl aryl sulfones of the present invention are useful as biocides, including, but not limited to, bactericides, fungicides, and preservatives. Also a method of preparing the halogenated alkynyl aryl sulfones of formula I is provided. The method comprises contacting an alkynyl aryl sulfone with N-iodosuccinamide or N-bromosuccinamide, acetone, and silver nitrate to form the corresponding halogenated alkynyl aryl sulfone.

L'invention concerne des composés de formule (I). R?1¿, R?2¿, R?3¿, R?4¿ et R?5¿ représentent de manière indépendante hydrogène, chlore, brome, fluor, iode, alcoxy C¿1?-C¿3? substitué ou non substitué, linéaire ou ramifié, thioalcoxy C¿1?-C¿3 ?substitué ou non substitué, linéaire ou ramifié, alkyle C¿1?-C¿8? substitué ou non substitué, linéaire ou ramifié, hydroxyle, thiole, -CN, -CF¿3?, -OCF¿3?, -NO¿2?, acétyle, ou NR?6¿R?7¿; R?6¿ et R?7¿ représentent de manière indépendante hydrogène, méthyle, ou éthyle; et X représente iode ou brome. Dans un autre mode de réalisation, l'invention concerne des dérivés sulfonés spécifiques de benzène éthynyle. Le sulfone d'alkynyle aryle, selon l'invention, sert de biocide, y compris, mais sans s'y limiter, de bactéricide, de fongicide et d'agents de préservation. L'invention concerne également un procédé de préparation de sulfone d'alkynyle aryle selon la formule (I), ledit procédé comprenant la mise en contact d'un sulfone d'alkynyle aryle avec N-iodosuccinamide ou N-bromosuccinamide, l'acétone et le nitrate d'argent afin de former le sulfone d'alkynyle aryle halogéné correspondant.

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