C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 255/57 (2006.01) C07C 17/12 (2006.01) C07C 17/14 (2006.01) C07C 25/13 (2006.01) C07C 65/30 (2006.01) C07C 251/48 (2006.01)
Patent
CA 2287176
The present invention relates to 3-cyano-2,4,5-trifluorobenzoyl fluoride and to intermediates for its preparation and to the process for the preparation of 3- cyano- 2,4,5-trifluoro-benzoyl fluoride, which starts from 5-fluoro-1,3-xylene (VIII); which is bichlorinated in the ring in the presence of a catalyst under ionic conditions to give 2,4-dichloro-5-fluoro-1,3-dimethylbenzene (VII). The latter is chlorinated in the side chains under free-radical conditions to give 2,4-dichloro-5-fluoro-3- dichloromethyl- 1-trichloromethylbenzene (VI). The latter is hydrolysed via 2,4-dichloro-5- fluoro-3- dichiuromethylbenzoic acid (V), which can be isolated if necessary, to give 2,4- dichloro-5-fluoro-3-formyl-benzoic acid (IV), the aldehyde group of which is reacted to give 2,4-dichloro-5-fluoro-3-N-hydroxyiminomethyl-benzoic acid (III), from which, with simultaneous conversion of the carboxyl group into the chlorocarbonyl group, water is eliminated using an acid chloride to give the nitrile 2,4- dichloro-3- cyano-5-fluoro-benzoyl chloride (II). Finally, the nitrile is subjected to fluorine/chlorine exchange.
L'invention concerne le fluorure de 3-cyano-2,4,5-trifluorobenzoyle, des produits intermédiaires pour sa fabrication et un procédé de fabrication dudit fluorure de 3-cyano-2,4,5-trifluorobenzoyle en partant du 5-fluoro-1,3-xylol (VIII), lequel est chloré deux fois, en présence d'un catalyseur, dans des conditions ioniques dans le noyau, de manière à obtenir le 2,4-dichloro-5-fluoro-1,3-diméthylbenzol (VII). Ce dernier est chloré, dans des conditions radicalaires dans les chaînes latérales, ce qui fournit le 2,4-dichloro-5-fluoro-3-dichlorométhyl-1-trichlorométhylbenzol (VI). Ce dernier est saponifié, via l'acide 2,4-dichloro-5-fluoro-3-dichlorométhylbenzoïque (V), éventuellement à isoler, en acide 2,4-dichloro-5-fluoro-3-formylbenzoïque (IV), dont le groupe aldéhyde est transformé en acide 2,4-dichloro-5-fluoro-3-N-hydroxyiminométhylbenzoïque (III), à partir duquel, par transformation simultanée du groupe carboxyle en groupe chlorocarbonyle, il se produit une élimination d'eau par utilisation d'un chlorure d'acide conduisant au chlorure de nitrile 2,4-dichloro-3-cyano-5-fluorobenzoyle (II). Ce dernier est soumis, en dernier lieu, à un échange fluor/chlore.
Marhold Albrecht
Wolfrum Peter
Aktiengesellschaft Bayer
Bayer Animal Health Gmbh
Fetherstonhaugh & Co.
LandOfFree
3-cyano-2,4,5-trifluoro-benzoyl fluoride and intermediate... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with 3-cyano-2,4,5-trifluoro-benzoyl fluoride and intermediate..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 3-cyano-2,4,5-trifluoro-benzoyl fluoride and intermediate... will most certainly appreciate the feedback.
Profile ID: LFCA-PAI-O-1893992