Process for the preparation of halo aromatic compounds

C - Chemistry – Metallurgy – 07 – C

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260/559.1, 260/6

C07C 25/02 (2006.01) C07C 17/093 (2006.01) C07C 17/20 (2006.01)

Patent

CA 1257609

PROCESS FOR THE PREPARATION OF HALO AROMATIC COMPOUNDS ABSTRACT A process for the preparation of chloro-difluorobenzene compounds of the formula Image where R is CN or CF3, comprises the steps of (A) reacting an alkali metal Fluoride with 4-chloro-3,5-di- nitrobenzonitrile or 4-chloro-3,5-dinitrobenzotrifluoride to form the corresponding 4-fluoro-3,5-dinitrobenzonitrile or 4-fluoro-3,5-dinitrobenzotrifluoride product. (B) chlorodenitrating the 4-fluoro product of step (A) to form the corresponding 3,5-dichloro-4-fluorobenzonitrile or 3,5-dichloro-4-fluorobenzotrifluoride compound. (C) reacting the 3,5-dichloro-4-fluorobenzonitrile or 3,5-di- chloro-4-fluorobenzotrifluoride compound prepared in step (B) with an alkali metal fluoride to form the correspond- ing 3-chloro-4,5-difluorobenzonitrile or 3-chloro-4,5-di- fluorobenzotrifluoride compound; the chloro-difluoro- benzene compounds are intermediates useful in the preparation of chemical compounds including substituted diphenyl ethers having herbicidal properties; the process of the invention provides a route for pre- paration of the intermediates in high purity, sub- stantially isomer free.

488011

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