Preparation of nitrobiphenyls

C - Chemistry – Metallurgy – 07 – C

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C07C 205/11 (2006.01) C07B 37/04 (2006.01) C07C 201/12 (2006.01) C07C 205/06 (2006.01) C07C 205/35 (2006.01) C07C 253/30 (2006.01) C07C 255/50 (2006.01)

Patent

CA 2248157

The invention concerns a process for preparing nitrobiphenylene of formula (I) wherein m stands for 1 or 2, R means halogen, R' or OR', R' being a C-organic group which can carry groups which are inert in the reaction conditions, n stands for 0, 1, 2 or 3 and, if n is 2 or 3, the R groups can also be different. According to the invention, a chloronitrobenzene of formula (II) is reacted in the presence of a palladium catalyst and a base in a solvent with a phenyl boric acid (IIIa), one of its alkyl esters of formula (IIIb), R' meaning C~-C6 alkyl, or one of its anhydrides. The compounds (I) are suitable as initial products for biphenylamines which are in turn intermediate products for fungicidal plant-growth substances.

L'invention concerne un procédé permettant de préparer du nitrobiphénylène de la formule (I) dans laquelle m vaut 1 ou 2, R désigne halogène, R' ou OR', R' étant un reste C-organique pouvant porter des groupes inertes dans des conditions de réaction, n valant 0, 1, 2 ou 3, et lorsque n vaut 2 ou 3, les restes R peuvent également être différents. Selon ce procédé, on fait réagir un chloronitrobenzène de la formule (II) en présence d'un catalyseur palladium et d'une base dans un solvant avec un acide phénylborique (IIIa), un de ses esters d'alkyle de la formule (IIIb), R<1> désignant alkyle C1-C6, ou un de leurs anhydrides. Les composés (I) s'utilisent comme intermédiaires pour des biphénylamines qui servent à leur tour de produits intermédiaires pour les principes actifs phytosanitaires fungicides.

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