GB1122202A - New derivatives of phenylacetic acid and their preparation - Google Patents

New derivatives of phenylacetic acid and their preparation

Info

Publication number
GB1122202A
GB1122202A GB3787/66A GB378766A GB1122202A GB 1122202 A GB1122202 A GB 1122202A GB 3787/66 A GB3787/66 A GB 3787/66A GB 378766 A GB378766 A GB 378766A GB 1122202 A GB1122202 A GB 1122202A
Authority
GB
United Kingdom
Prior art keywords
phenylacetic acid
formula
give
acids
bcooh
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB3787/66A
Inventor
Jean Clement Louis Fouche
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
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 Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB1122202A publication Critical patent/GB1122202A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/72—Polycyclic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
    • C07C65/24—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups polycyclic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 2-benzyl-phenylacetic acid derivatives of the formula <FORM:1122202/C2/1> in which X is halogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio or trifluoromethyl. They may be prepared by hydrolysing a nitrile of formula <FORM:1122202/C2/2> e.g. with aqueous caustic potash. The nitrile used as starting material may be prepared by esterifying the acid BCOOH with methyl alcohol, reducing the methyl ester to give the alcohol BCH2OH, halogenating this (for example with thionyl chloride) to give BCH2Y, where Y is a halogen and treating the halide with an alkali metal cyanide to give the required cyanide. In the above formula, BCOOH represents the acids <FORM:1122202/C2/3> The acids of formula BCOOH may be prepared by reacting under Friedel-Crafts conditions phthalic anhydride with a compound of formula <FORM:1122202/C2/4> to produce acids of formula <FORM:1122202/C2/5> which may be reduced to give the required acids, e.g. by catalytic hydrogenation or by treatment with zinc dust in an ammoniacal medium. Examples are given of the preparation of (a) 2-(4-methoxybenzyl)-phenylacetic acid; (b) 2-(4-chlorobenzyl)-phenylacetic acid; (c) 2 - (4 - bromobenzyl) - phenylacetic acid; (d) 2 - (4 - methylthiobenzyl) - phenylacetic acid; (e) 2 - (4 - methylbenzyl) - phenylacetic acid and 2-(4-trifluoromethyl-benzyl)-phenylacetic acid.
GB3787/66A 1965-01-27 1966-01-27 New derivatives of phenylacetic acid and their preparation Expired GB1122202A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR3484A FR1466245A (en) 1965-01-27 1965-01-27 New derivatives of 2-benzylphenylacetic acid and their preparation

Publications (1)

Publication Number Publication Date
GB1122202A true GB1122202A (en) 1968-07-31

Family

ID=8569373

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3787/66A Expired GB1122202A (en) 1965-01-27 1966-01-27 New derivatives of phenylacetic acid and their preparation

Country Status (7)

Country Link
BE (1) BE675608A (en)
CH (1) CH441266A (en)
FR (2) FR1466245A (en)
GB (1) GB1122202A (en)
LU (1) LU50326A1 (en)
NL (1) NL6600710A (en)
SE (1) SE305213B (en)

Also Published As

Publication number Publication date
NL6600710A (en) 1966-07-28
FR1466245A (en) 1967-01-20
CH441266A (en) 1967-08-15
FR4395M (en) 1966-09-05
BE675608A (en) 1966-07-26
SE305213B (en) 1968-10-21
LU50326A1 (en) 1966-03-28

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