公开(公告)号：CA2152431A1

公开(公告)日：1995-12-24

申请号：CA2152431

申请日：1995-06-22

Applicant: HOECHST AG

Inventor： DIERDORF ANDREAS ,  PLANKER SIEGFRIED ,  PAPENFUHS THEODOR

IPC: C07C231/12 ,  C07C235/16 ,  C07C253/30 ,  C07C255/60

Abstract: The present invention relates to a process for the preparation of hydroxycarboxanilides of the formula (1) (1), in which R1 and R2 are identical or different and are hydrogen, halogen, a nitro group, a cyano group, a straight-chain or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R3 is hydrogen or a straight-chain or branched alkyl group having 1 to 12 carbon atoms and n is an integer from 1 to 12, by reacting a halocarboxanilide of the formula (2) (2), in which R1, R2, R3 and n have the same meaning as in formula (1) and Hal is chlorine, bromine or iodine, with a basic compound in a solvent mixture comprising water and one or more polar aprotic solvents at a temperature of 40 to 180.degree.C.

公开(公告)号：CA2117736A1

公开(公告)日：1995-04-09

申请号：CA2117736

申请日：1994-10-07

Applicant: HOECHST AG

Inventor： RAPP JOCHEN ,  PLANKER SIEGFRIED ,  PAPENFUHS THEODOR ,  BARTELS GUENTER

IPC: B01J27/045 ,  C07B61/00 ,  C07C227/04 ,  C07C227/06 ,  C07C227/08 ,  C07C229/56

Abstract: The present invention relates to a process for the preparation of 5-fluoroanthranilic alkyl esters and/or 5-fluoroanthranilic acid, which comprises dissolving a 3-fluorobenzoic alkyl ester in sulfuric acid and reacting the solution with nitrating acid at from -10 to 30.degree.C, then adding water, separating off the nitrated reaction product and reacting it with hydrogen at from 50 to 120.degree.C under elevated pressure in the presence of a catalyst comprising a metal of the platinum group and sulfur, and, if desired, removing 5-fluoroanthranilic alkyl esters by distillation and hydrolyzing them to give 5-fluoro-anthranilic acid.

公开(公告)号：CA2117734A1

公开(公告)日：1995-04-09

申请号：CA2117734

申请日：1994-10-07

Applicant: HOECHST AG

Inventor： ROEHRSCHEID FREIMUND ,  RAPP JOCHEN ,  PAPENFUHS THEODOR

IPC: B01J27/128 ,  C07B61/00 ,  C07C51/265 ,  C07C63/70 ,  C07C227/08 ,  C07C229/56

Abstract: The present invention relates to a process for the preparation of 5-fluoroanthranilic acid, which comprises reacting 5-fluoro-2-bromotoluene in the presence of a catalyst and of an acidic solvent, with oxygen or an oxygen-containing gas at from 80 to 220.degree.C, separating off the 5-fluoro-2-bromobenzoic acid formed and reacting it with ammonia at from 70 to 180.degree.C.

公开(公告)号：ZA938576B

公开(公告)日：1995-01-17

申请号：ZA938576

申请日：1993-11-17

Applicant: HOECHST AG

Inventor： SCHACH THOMAS ,  PAPENFUHS THEODOR

IPC: B01J23/44 ,  C07B39/00 ,  C07B61/00 ,  C07C17/00 ,  C07C17/23 ,  C07C25/13 ,  C07D213/61 ,  C07C

Abstract: 1,3-Difluorobenzene is prepared by catalytic elimination of halogen from a 1,3-difluorohalobenzene by reacting a 1,3-difluorohalobenzene of the formula (1) in which R to R denote H, Cl or Br and at least one of the radicals R to R stands for Cl or Br, in the presence of a palladium catalyst and of an amine, if appropriate in the presence of water or of an organic solvent which is inert to the reactants and the reaction conditions, with hydrogen under pressure and at temperatures from about 70@ to about 140@C.

公开(公告)号：DE59007460D1

公开(公告)日：1994-11-17

申请号：DE59007460

申请日：1990-06-25

Applicant: HOECHST AG

Inventor： BRODT WERNER ,  PAPENFUHS THEODOR

IPC: B01J23/42 ,  C07B61/00 ,  C07C209/26 ,  C07C211/45

Abstract: The invention concerns a method of preparation of N-alkyl-haloanilines of formula (I), in which X is chlorine or bromine and n is 1 or 2, R is a (C1-C4) alkyl residue, R is a (C1-C6) alkyl residue or R and R form, together with the carbon atom, a five- or six-membered cycloalkane ring, by reacting a halonitrobenzene of formula (II), in which X and n are as defined above, with at least the stoichiometric amount of a carbonyl compound of formula (III), in which R and R are as defined above or R and R form, together with the carbon atom of the carbonyl group, a five- or six-membered cycloalkane ring, in an inert organic solvent at a temperature between about 10 and about 100 DEG C in an atmosphere of hydrogen at an overpressure between about 0 and about 50 bar, in the presence of a platinum catalyst on activated charcoal.

公开(公告)号：CA2102357A1

公开(公告)日：1994-05-05

申请号：CA2102357

申请日：1993-11-03

Applicant: HOECHST AG

Inventor： KANSCHIK-CONRADSEN ANDREAS ,  PAPENFUHS THEODOR

IPC: C07B61/00 ,  C07B39/00 ,  C07C45/63 ,  C07C49/813 ,  C07C205/45 ,  C07C235/84 ,  C07C255/57 ,  C07C309/86 ,  C07C309/87 ,  C07C317/24 ,  C07C49/76 ,  C07C65/34 ,  C07C255/56 ,  C07C69/76

Abstract: Fluorinated benzils and a process for their preparation A process for the preparation of fluorinated benzils of the formula (1) (1) in which X1-X6, R1, R2, R3 and R4 are hydrogen, fluorine, chlorine or bromine atoms, or alkyl(C1-C10), phenyl or naphthyl groups which may be substituted, or are groups reducing the electron density, at least one of the substituents X1-X6 being a fluorine atom, by reacting 1 mol of a benzil of the formula (1), in which X1-X6 and R1 and R2 have the abovementioned meanings, with the proviso that at least one of the substituents X1-X6 is a chlorine atom, with about 0.8 to about 2.5 mol of potassium fluoride, rubidium fluoride, cesium fluoride or tetraalkyl (C1-C18)-ammonium fluoride per chlorine atom to be exchanged, at temperatures of from about 100.degree.C to about 280.degree.C, possibly in the presence of a phase transfer catalyst and a dipolar aprotic or nonpolar solvent, and the new benzils prepared by this process.

公开(公告)号：CA2100198A1

公开(公告)日：1994-01-11

申请号：CA2100198

申请日：1993-07-09

Applicant: HOECHST AG

Inventor： PFIRMANN RALF ,  PAPENFUHS THEODOR

IPC: C07C51/06 ,  C07C51/00 ,  C07C51/083 ,  C07C51/38 ,  C07C51/54 ,  C07C63/68 ,  C07C63/70 ,  C07C63/72 ,  C07D209/48 ,  C07D307/89

Abstract: HOE 92/F 209 of the disclosure: Process for the preparation of tetrafluorophthalic acid and/or tetrafluorophthalic anhydride The present invention relates to a process for the preparation of tetrafluorophthalic acid and/or tetrafluorophthalic anhydride by reacting a compound of the formula in which X is a radical which is optionally mono- or polysubstituted on the aromatic nucleus by fluorine and/or chlorine and/or alkyl groups having 1 to 4 carbon atoms, or is a radical in which R1 and R2 are identical or different and are a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkyl-CO- group having 1 to 6 carbon atoms in the alkyl radical or an aryl group or aryl-CO- group which is optionally mono- or polysubstituted on the aromatic nucleus by fluorine andtor chlorine and/or alkyl groups having 1 to 4 carbon atoms, or R1 and R2 together form a radical of the formula in which R3 is a hydrogen atom, a chlorine atom or a fluorine atom, with water, and subsequently removing the water still present by azeotropic distillation or extracting the tetrafluorophthalic acid and/or its anhydride with a water-insoluble solvent or solvent mixture.

公开(公告)号：CA2090768A1

公开(公告)日：1993-08-27

申请号：CA2090768

申请日：1993-02-25

Applicant: HOECHST AG

Inventor： PFIRMANN RALF ,  PAPENFUHS THEODOR

IPC: B01J31/02 ,  C07B61/00 ,  C07C253/30 ,  C07C255/50

Abstract: HOE 92/F 051 of the disclosure: Process for the preparation of 2,4,5-trifluorobenzo-nitrile The present invention relates to a process for the preparation of 2,4,5-trifluorobenzonitrile in which 2,4dichloro-5-fluorobenzonitrile is reacted with approximately 100 to approximately 300 mol % of an alkali metal fluoride or of a tetraalkyl(C1-C18)ammonium fluoride or mixtures of such fluorides per chlorine atom to be exchanged, at temperatures from approximately 80 to approximately 250.degree.C, in the presence of a phase transfer catalyst, if appropriate in a dipolar aprotic solvent.

公开(公告)号：IN172469B

公开(公告)日：1993-08-14

申请号：IN755CA1991

申请日：1991-10-07

Applicant: HOECHST AG

Inventor： SCHACH THOMAS ,  PAPENFUHS THEODOR ,  HACKENBRUCH JOACHIM

IPC: B01J23/44 ,  C07B37/04 ,  C07B61/00 ,  C07C1/26 ,  C07C15/14 ,  C07C15/24 ,  C07C17/26 ,  C07C25/18 ,  C07C25/22 ,  C07C41/30 ,  C07C43/20 ,  C07C43/205 ,  C07C315/04 ,  C07C317/14 ,  C07B37/00 ,  C07C15/00 ,  C07C17/00 ,  C07C19/02 ,  C07C19/08

公开(公告)号：MX169260B

公开(公告)日：1993-06-28

申请号：MX670087

申请日：1987-05-29

Applicant: HOECHST AG

Inventor： BRODT WERNER ,  PAPENFUHS THEODOR

IPC: C09B51/00

Abstract: Process for the preparation of 2-nitro-4-sulfamyldiphenylamine dyestuffs of the formula (1) (1) in which R1 and R2 each denote a hydrogen, chlorine or bromine atom or a C1-C4-alkyl or C1-C4-alkoxy group or a phenoxy group which can be substituted on the benzene nucleus by chlorine or bromine atoms or C1-C4-alkyl, C1-C4-alkoxy or trifluoromethyl groups, or denote a naphthoxy group, and R2 can also be an -N-(C1-C4-alkyl)2, -NH-(C1-C4-alkyl), -NH-(C1-C4-alkanoyl) or -NH-benzoyl group, and R3 and R4 each denote a hydrogen atom or a C1-C4-alkyl, C1-C2-alkoxy-C1-C4-alkyl or C5-C6-cycloalkyl group, and R4 can also be a phenyl group which can be substituted by chlorine or bromine atoms or C1-C4-alkyl, C1-C4-alkoxy, -N-(C1-C4-alkyl)2, -NH-(C1-C4-alkyl), -NH-(C1-C4-alkanoyl), -NH-benzoyl, phenoxy or naphthoxy groups, by sulfonating o-nitrochlorobenzene with chlorosulfonic acid at 100 DEG -110 DEG C. to give 4-chloro-3-nitrobenzenesulfonic acid of the formula (2) (2) converting the latter by means of thionyl chloride at 70 DEG -80 DEG C. into 4-chloro-3-nitrobenzenesulfochloride, precipitating the latter on ice and subjecting the resulting 4-chloro-3-nitrobenzenesulfochloride to a condensation reaction first with an aliphatic or aromatic amine of the formula in which R1, R2, R3 and R4 have the meanings mentioned, suspended or dissolved in an aqueous solution of a basic condensation agent, the presence of an ionic or nonionic surfactant, initially at 5 DEG to 50 DEG C. and at pH 7.5 to 12.5, and then with an aromatic amine of the formula (4) mentioned, suspended or dissolved in an aqueous solution of a basic condensation agent, at 80 DEG to 100 DEG C., within the pH range mentioned and in the presence of a surfactant of the type mentioned.