AR096111A2 - PROCEDURE FOR THE PREPARATION OF FLUORATED M-NITROBENZOIC ACID CHLORIDES - Google Patents

PROCEDURE FOR THE PREPARATION OF FLUORATED M-NITROBENZOIC ACID CHLORIDES

Info

Publication number
AR096111A2
AR096111A2 ARP140101736A ARP140101736A AR096111A2 AR 096111 A2 AR096111 A2 AR 096111A2 AR P140101736 A ARP140101736 A AR P140101736A AR P140101736 A ARP140101736 A AR P140101736A AR 096111 A2 AR096111 A2 AR 096111A2
Authority
AR
Argentina
Prior art keywords
alkyl
halogen
variables
formula
fluorinated
Prior art date
Application number
ARP140101736A
Other languages
Spanish (es)
Original Assignee
Basf Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Basf Ag filed Critical Basf Ag
Publication of AR096111A2 publication Critical patent/AR096111A2/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/02—Preparation of esters of nitric acid
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0255—Phosphorus containing compounds
    • B01J31/0257—Phosphorus acids or phosphorus acid esters
    • B01J31/0262—Phosphorus acids or phosphorus acid esters comprising phosphinous acid (-ester) groups (R2P(OR')) or the isomeric phosphine oxide groups (R3P=O), i.e. R= C, R'= C, H
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0255—Phosphorus containing compounds
    • B01J31/0267—Phosphines or phosphonium compounds, i.e. phosphorus bonded to at least one carbon atom, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, the other atoms bonded to phosphorus being either carbon or hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/34—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfuric acids
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96—Water
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/98—Phase-transfer catalysis in a mixed solvent system containing at least 2 immiscible solvents or solvent phases
    • B01J2531/985—Phase-transfer catalysis in a mixed solvent system containing at least 2 immiscible solvents or solvent phases in a water / organic solvent system
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0272—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Reivindicación 1: Procedimiento para la preparación de cloruros de ácido m-nitrobenzoico fluorados de fórmula (1) en los que las variables tienen los siguientes significados: R¹, R², R³ y R⁴ hidrógeno, halógeno, ciano, nitro, alquilo C₁₋₆, halógenoalquilo C₁₋₆, alcoxi C₁₋₆ ó halógenoalcoxi C₁₋₆; en los que por lo menos uno de los restos R¹ a R⁴ significa flúor, mediante la reacción de ácidos m-nitrobenzoicos fluorados de fórmula (2), en los que las variables tienen los siguientes significados: R¹, R², R³, R⁴ hidrógeno, halógeno, ciano, nitro, alquilo C₁₋₆, halógenoalquilo C₁₋₆, alcoxi C₁₋₆ ó halógenoalcoxi C₁₋₆, en los que por lo menos uno de los restos R¹ a R⁴ significa flúor; con agentes clorantes, caracterizado porque la reacción se lleva a cabo en presencia de cantidades catalíticas de un derivado de fosfina de fórmula (3) en el que las variables tienen los siguientes significados: Rᵃ, Rᵇ, Rᶜ alquilo C₁₋₆ o fenilo que, dado el caso, puede estar sustituido por alquilo C₁₋₄; X oxígeno o dos átomos de cloro de enlace simple; n 0 ó 1. Reivindicación 8: Procedimiento para la preparación de cloruros de acido m-nitrobenzoico fluorados de fórmula (1) en los que las variables tienen los siguientes significados: R¹, R², R³ y R⁴ hidrógeno, halógeno, ciano, nitro, alquilo C₁₋₆, halógenoalquilo C₁₋₆, alcoxi C₁₋₆ ó halógenoalcoxi C₁₋₆; en los que por lo menos uno de los restos R¹ a R⁴ significa flúor, mediante la hidrólisis de m-nitrobenzotricloruros fluorados de fórmula (4) en la que las variables R¹, R², R³ y R⁴ tienen los significados nombrados anteriormente; caracterizado porque la reacción se lleva a cabo en presencia de un catalizador o en medio débilmente ácido, así como a temperaturas menores de 80ºC.Claim 1: Process for the preparation of fluorinated m-nitrobenzoic acid chlorides of formula (1) in which the variables have the following meanings: R¹, R², R³ and R⁴ hydrogen, halogen, cyano, nitro, C₁₋₆ alkyl, C₁₋₆ halogenalkyl, C₁₋₆alkoxy or halogenalkoxyCxi; in which at least one of the residues R¹ to R⁴ means fluorine, by the reaction of fluorinated m-nitrobenzoic acids of formula (2), in which the variables have the following meanings: R¹, R², R³, R⁴ hydrogen, halogen, cyano, nitro, C alquilo alkyl, halogen C₁₋₆ alkyl, C₁₋₆ alkoxy or C₁₋₆ halogen alkoxy, in which at least one of the residues R¹ to R⁴ means fluorine; with chlorinating agents, characterized in that the reaction is carried out in the presence of catalytic amounts of a phosphine derivative of formula (3) in which the variables have the following meanings: Rᵃ, Rᵇ, Rᶜ C₁₋₆ alkyl or phenyl which, if necessary, it may be substituted by C₁₋₄ alkyl; X oxygen or two single bond chlorine atoms; n 0 or 1. Claim 8: Process for the preparation of fluorinated m-nitrobenzoic acid chlorides of formula (1) in which the variables have the following meanings: R¹, R², R³ and R⁴ hydrogen, halogen, cyano, nitro, C₁₋₆ alkyl, halogen Cógeno alkyl, C₁₋₆ alkoxy or C₁₋₆ halogen alkoxy; in which at least one of the residues R¹ to R⁴ means fluorine, by hydrolysis of fluorinated m-nitrobenzotriclorides of formula (4) in which the variables R¹, R², R³ and R⁴ have the meanings mentioned above; characterized in that the reaction is carried out in the presence of a catalyst or in a weakly acidic medium, as well as at temperatures below 80 ° C.

ARP140101736A 2005-12-01 2014-04-25 PROCEDURE FOR THE PREPARATION OF FLUORATED M-NITROBENZOIC ACID CHLORIDES AR096111A2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE200510057681 DE102005057681A1 (en) 2005-12-01 2005-12-01 Preparation of fluorinated m-nitro-benzoic acid chloride compound, useful to prepare sulfonamide compound, comprises reacting a fluorinated m-nitro-benzoic acid compound with a chlorinating agent in the presence of a phosphine derivative

Publications (1)

Publication Number Publication Date
AR096111A2 true AR096111A2 (en) 2015-12-09

Family

ID=38047613

Family Applications (2)

Application Number Title Priority Date Filing Date
ARP140101737A AR096112A2 (en) 2005-12-01 2014-04-25 PROCEDURE FOR THE PREPARATION OF ANILINE DERIVATIVES
ARP140101736A AR096111A2 (en) 2005-12-01 2014-04-25 PROCEDURE FOR THE PREPARATION OF FLUORATED M-NITROBENZOIC ACID CHLORIDES

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ARP140101737A AR096112A2 (en) 2005-12-01 2014-04-25 PROCEDURE FOR THE PREPARATION OF ANILINE DERIVATIVES

Country Status (5)

Country Link
CN (1) CN101351443B (en)
AR (2) AR096112A2 (en)
DE (1) DE102005057681A1 (en)
UA (3) UA96281C2 (en)
ZA (1) ZA200805691B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104610100B (en) * 2015-01-09 2016-09-14 华东理工大学 A kind of nitrogen chlorine type chlorination reagent
CN108218709A (en) * 2016-12-14 2018-06-29 江苏联化科技有限公司 The separation method of the fluoro- benzoic acid nitration products of the chloro- 4- of 2-

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5238908A (en) * 1989-08-31 1993-08-24 Rohm And Haas Company Herbicidal glutaramic acids and derivatives
MXPA05004546A (en) * 2002-10-30 2005-10-18 Basf Ag Bifunctional phenyliso(thio)cyanates; method and intermediate products for the production thereof.

Also Published As

Publication number Publication date
CN101351443B (en) 2012-11-28
UA96281C2 (en) 2011-10-25
CN101351443A (en) 2009-01-21
AR096112A2 (en) 2015-12-09
UA107567C2 (en) 2015-01-26
UA98291C2 (en) 2012-04-25
ZA200805691B (en) 2009-11-25
DE102005057681A1 (en) 2007-06-06

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FD Application declared void or lapsed, e.g., due to non-payment of fee