PROCESS FOR THE SELECTIVE DEHALOGENATION OF ORTHO-HALOGENONITROBENZENES

    公开(公告)号:CA2090280A1

    公开(公告)日:1993-08-26

    申请号:CA2090280

    申请日:1993-02-24

    Applicant: HOECHST AG

    Abstract: HOE 92/F 050 Process for the selective dehalogenation of orthohalogenonitrobenzenes The present invention relates to a novel process for the selective dehalogenation of ortho-halogenonitrobenzenes, halogen being chlorine, bromine or a combination thereof, wherein, in nitrobenzenes of general formula (I): (I) wherein X1 and X3 or X1 and X5 are in each case chlorine, bromine or a combination thereof and the remaining substituents X independently of one another are hydrogen, fluorine or C1-C4-alkyl, the halogen atoms X1 and X5 are each replaced with hydrogen atoms by reaction with copper in the presence of a proton donor. Access to the industrially relevant 4-chloro-3-fluoro-nitrobenzene from 2,4-dichloro-3-fluoronitrobenzene or 2,4-dichloro-5-fluoronitrobenzene is of particular interest.

    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 2,4-DICHLORO-5-FLUOROBENZONITRILE

    公开(公告)号:CA2061489A1

    公开(公告)日:1992-08-21

    申请号:CA2061489

    申请日:1992-02-19

    Applicant: HOECHST AG

    Abstract: HOE 91/F 055 Process for the preparation of 2,4 dichloro-5-fluoro-benzonitrile Process for the preparation of 2,4-dichloro-5-fluoro-benzonitrile, by reacting 5-bromo-2,4-dichlorofluoro-benzene with about 10 to about 300 mol % of copper(I) cyanide in the presence of about 10 to about 2,000 mol % of a polar aprotic solvent at temperatures from about 100 to about 250.degree.C to give 2,4-dichloro-5-fluorobenzonitrile.

    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.

    PROCESS FOR THE PREPARATION OF HALOPHENYL HYDROXYETHYL SULPHIDES

    公开(公告)号:IN167072B

    公开(公告)日:1990-08-25

    申请号:IN602CA1986

    申请日:1986-08-06

    Applicant: HOECHST AG

    Abstract: 1. A process for the preparation of compounds of the general formula see diagramm : EP0212608,P12,F2 in which R denotes a chlorine or bromine atom and X denotes a hydrogen atom or a (C1 -C6 ) alkyl group and n denotes the numbers 0,1 or 2, which comprises reacting halobenzenes of the general formula (2) see diagramm : EP0212608,P12,F3 in which R and X have the meanings specified above and Y represents a chlorine or bromine atom, with mercaptoethanol in the presence of an alkali metal oxide, hydroxide or carbonate and in the presence of polyglycols, polyglycol ethers or macrocyclic polyethers at temperatures of 80-140 degrees C to form halophenyl hydroxyethyl sulfides of the general formula (3) see diagramm : EP0212608,P12,F4 in which R and X have the meanings specified above, and reacting these directly in the reaction mixture produced or after removal of the volatile and solid components, preferably in the presence of water, at a pH of 1 to 7 at temperatures of 20-120 degrees C with 1 mol of oxidizing agent (per mol of halophenyl hydroxyethyl sulfide) to form compounds of the formula (1) with n = 1, or reacting them with at least 2 mol of oxidizing agent (per mol of halophenyl hydroxyethyl sulfide) to form the compounds of the formula (1) with n = 2.

    PROCESS FOR THE PREPARATION OF 3-(ACYL)AMINO-4-ALKOXYPHENYL-BETA-HYDROXYETHYL-SULFONE(SULFATES)

    公开(公告)号:IN165318B

    公开(公告)日:1989-09-16

    申请号:IN629CA1985

    申请日:1985-09-02

    Applicant: HOECHST AG

    Abstract: A process for the preparation of 3-(acyl)amino-4-alkoxy-phenyl- beta -hydroxyethyl-sulfone (sulfates) of the formula (1) (1) in which R1 is alkyl having 1-4 carbon atoms and R2 is hydrogen or one of the groupings +TR with the proviso that n=1 if R2=H and n=0 if R2=acyl, by converting 2-alkoxyacylanilines of the formula (2) (2) in which R1 and R2 have the meanings given, in a known manner to the corresponding sulfochlorides substituted in the p-position relative to the alkoxy group, reducing the sulfochlorides with an alkali metal sulfite or ammonium sulfite in an aqueous medium at pH 7.0-8.5 and at -5 to +40 DEG C. to give the corresponding sulfinates, alkoxylating the latter with ethylene oxide in an aqueous medium at pH 6.0-8.5 and 40 DEG -80 DEG C. to give the 3-acylamino-4-alkoxyphenyl- beta -hydroxyethyl-sulfones of the formula (1) (with R2=acyl and n=0) and, if appropriate, esterifying the latter, with deacylation, with concentrated sulfuric acid at 70 DEG -150 DEG C. to give the compounds of the said formula (1) (with R2H and n=1).

Patent Agency Ranking