SUBSTITUTED 2-CHLORO-3,4,5-TRIFLUOROBENZENES AND A PROCESS FOR THEIR PREPARATION

    公开(公告)号:CA2148862A1

    公开(公告)日:1995-11-10

    申请号:CA2148862

    申请日:1995-05-08

    Applicant: HOECHST AG

    Abstract: The present invention relates to substituted 2-chloro-3,4,5-trifluorobenzenes of the formula , in which R is NO2, NH2, CN or Cl, and to a process for the preparation of substituted 2-chloro-3,4,5-trifluoro-benzenes of the formula given above, in which R is NO2, NH2, CN, Cl or Br, which involves reacting 2,3,4-tri-fluorochlorobenzene with a nitrating agent in the presence or absence of a water-insoluble solvent at from -10 to 50.degree.C, reducing 2-chloro-3,4,5-trifluoronitro-benzene or a mixture which contains 2-chloro-3,4,5-trifluoronitrobenzene and 5-chloro-2,3,4-trifluoronitro-benzene, in the presence of an organic solvent, isolating 2-chloro-3,4,5-trifluoroaniline or a mixture which contains 2-chloro-3,4,5-trifluoroaniline and 5-chloro-2,3,4-trifluoroaniline, diazotizing this product, if desired, and exchanging the diazotized group for a chloride atom, bromide atom or cyanide radical.

    PROCESS FOR THE PREPARATION OF 4-ALKOXY-3,5,6-TRIFLUOROPHTHALIC ACIDS AND 3-ALKOXY-2,4,5-TRIFLUOROBENZOIC ACIDS

    公开(公告)号:CA2142255A1

    公开(公告)日:1995-08-13

    申请号:CA2142255

    申请日:1995-02-10

    Applicant: HOECHST AG

    Abstract: The present invention relates to a process for the preparation of 4-alkoxy-3,5,6-trifluorophthalic acids of the formula (1), in which R is an alkyl radical having 1 to 5 carbon atoms which may be monofluorinated or polyfluorinated, a cycloalkyl radical having 3 to 5 carbon atoms in the ring which may be monofluorinated or polyfluorinated, or an araliphatic radical which may be monofluorinated or polyfluorinated, or, if desired, of 3-alkoxy-2,4,5-trifluorobenzoic acids of the formula (2), in which R is as defined above, which involves reacting tetrafluorophthalic acid or tetrafluorophthalic anhydride with an alcohol of the formula ROH in which R is as defined above and with a water-soluble base in water at elevated temperature, isolating the 4-alkoxy-3,5,6-trifluorophthalic acid formed and, if desired, decarboxylating the 4-alkoxy-3,5,6-trifluorophthalic acid in the presence of a basic solvent and, if desired, of an inert solvent at from 70 to 180.degree.C, and isolating the 3-alkoxy-2,4,5-trifluorobenzoic acid formed.

    PROCESS FOR THE PREPARATION OF 2,4-DICHLOROFLUOROBENZENE

    公开(公告)号:CA2080315A1

    公开(公告)日:1993-04-12

    申请号:CA2080315

    申请日:1992-10-09

    Applicant: HOECHST AG

    Abstract: HOE 91/F 320 of the disclosure Process for the preparation of 2,4-dichlorofluorobenzene Process for the preparation of 2,4-dichlorofluorobenzene in high yield and purity without intermediate separation of the isomers formed, (1) by nitrating 1 mol of fluorobenzene to give nitrofluorobenzene using a mixture comprising 35 to 65 parts by weight of 50 to 90% strength sulfuric acid and 35 to 65 parts by weight of a nitrating acid comprising 35 to 55 parts by weight of 95 to 98% strength sulfuric acid and 45 to 65 parts by weight of 96 to 98% strength nitric acid, with the proviso that 0.8 to 2.0 equivalents of the nitrating agent NO2+ are used per mol of fluorobenzene, at 20 to 90.degree.C, (2) allowing 25 g to 150 g of chlorine, in the presence of a ring chlorinating catalyst, to act on each 100 g of the crude nitrofluorobenzene mixture obtained, at 20 to 100.degree.C, and (3) allowing about 18 g to about 203 g of chlorine or equivalent amounts of a chlorine releasing agent to act on each 100 g of the crude chlorofluoronitrobenzene mixture obtained, after removal of the ring chlorinating catalyst, at 110 to 220.degree.C, and isolating the 2,4-dichlorofluorobenzene.

    PROCESS FOR THE PREPARATION OF 2,3-DIFLUORO-6-NITROPHENOL

    公开(公告)号:CA2092407A1

    公开(公告)日:1992-03-26

    申请号:CA2092407

    申请日:1991-09-25

    Applicant: HOECHST AG

    Abstract: PCT No. PCT/EP91/01829 Sec. 371 Date Mar. 23, 1993 Sec. 102(e) Date Mar. 23, 1993 PCT Filed Sep. 25, 1991 PCT Pub. No. WO92/05141 PCT Pub. Date Apr. 2, 1992.According to a process for producing isomer-free 2,3-difluoro-6-nitrophenol, 2,3,4-trifluoronitrobenzene is reacted with an aqueous solution of alkali metal or alkaline earth metal hydroxide in the absence of organic solvent, at temperatures between about 20 degrees C. and 100 degrees C., the pH value of the reaction mixture is set at about 1 to 6 by acid addition, the resulting product is stream distilled and the 2,3-difluoro-6-nitrophenol is isolated after cooling. No organic solvents are used during any of the steps of the process.

    N'-SUBSTITUTED N-AMINO-3,4,5,6,-TETRAFLUOROPHTHALIMIDES, ANDPROCESSES FOR THEIR PREPARATION

    公开(公告)号:CA2067074C

    公开(公告)日:2003-06-24

    申请号:CA2067074

    申请日:1992-04-24

    Applicant: HOECHST AG

    Abstract: N'-substituted N-amino-3,4,5,6-tetrafluorophthalimides, and processes for their preparation Compounds of the formula (see figure I) in which X is the radical (see figure II) where R1 and R2 are in each case a hydrogen atom, an alkyl-(C1-C10) group, aryl group, alkyl(C1-C6)-CO group or aryl-CO group, where the aryl or aryl-CO group in the case of R1 and R2 can be substituted on the aromatic ring by fluorine and/or chlorine atoms and/or alkyl(C1-C4) groups, or R1 and R2 together are a phthaloyl radical which can be substituted on the aromatic ring by 4 chlorine atoms or 4 fluorine atoms, or where X is the radical (see figure III) which can be substituted on the aromatic ring by fluorine and/or chlorine atoms and/or alkyl(C1-C4) groups, and processes for their preparation.

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