IE41529L - Indene acetic acids - Google Patents

Indene acetic acids

Info

Publication number
IE41529L
IE41529L IE742557A IE255774A IE41529L IE 41529 L IE41529 L IE 41529L IE 742557 A IE742557 A IE 742557A IE 255774 A IE255774 A IE 255774A IE 41529 L IE41529 L IE 41529L
Authority
IE
Ireland
Prior art keywords
acetic acid
fluoro
methyl
methylsulphinyl
methylthio
Prior art date
Application number
IE742557A
Other versions
IE41529B1 (en
Original Assignee
Merck & Co Inc
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
Priority claimed from US426864A external-priority patent/US3870753A/en
Priority claimed from US05/486,031 external-priority patent/US3970693A/en
Priority claimed from US05/509,602 external-priority patent/US3944600A/en
Application filed by Merck & Co Inc filed Critical Merck & Co Inc
Publication of IE41529L publication Critical patent/IE41529L/en
Publication of IE41529B1 publication Critical patent/IE41529B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C07C49/807—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen all halogen atoms bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/54—Quaternary phosphonium compounds
    • C07F9/5456—Arylalkanephosphonium compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

5-Fluoro-2-methyl-1-(p-methylsulphinylbenzylidene)indenyl-3-acetic acid or its salts are prepared. The said acid is obtained by condensing 5-fluoro-2-methyl-1-R1-benzylindene, where R1 is p-methylthio or p-methylsulphinyl, with glyoxylic acid, its salt or ester to give the corresponding 5-fluoro-2-methyl-1-(p-methylthio- (or methylsulphinyl)benzyl)indenylidene-3-acetic acid, its salt or ester. If R1 is p-methylsulphinyl, the indenylidene compound is isomerised to indenyl-3-acetic acid. If R1 denotes methylthio, then the resulting indenylidene-3-acetic acid is isomerised to 5-fluoro-2-methyl-1-(p-methylthiobenzylidene)indenyl-3-acetic acid and the p-methylthio radical is then oxidised to the p-methylsulphinyl group. However, the oxidation can also be carried out first and the isomerisation subsequently. The said compounds can be used as active agents in anti-inflammatory medicaments. [GB1479519A]
IE2557/74A 1973-12-20 1974-12-12 Indene-acetic acids IE41529B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US426864A US3870753A (en) 1973-12-20 1973-12-20 Process for preparing indenyl acetic acids
US05/486,031 US3970693A (en) 1974-07-05 1974-07-05 Process for preparing indene acetic acids
US05/509,602 US3944600A (en) 1973-12-20 1974-09-30 Indenylidene-3-acetic acid process for preparing indene acetic acids

Publications (2)

Publication Number Publication Date
IE41529L true IE41529L (en) 1975-06-20
IE41529B1 IE41529B1 (en) 1980-01-30

Family

ID=27411527

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2557/74A IE41529B1 (en) 1973-12-20 1974-12-12 Indene-acetic acids

Country Status (16)

Country Link
JP (1) JPS5331153B2 (en)
AR (2) AR210484A1 (en)
CA (1) CA1044255A (en)
CH (1) CH616152A5 (en)
DD (1) DD116819A5 (en)
DE (1) DE2462380C2 (en)
DK (1) DK140835B (en)
ES (2) ES432921A1 (en)
FI (1) FI62287C (en)
FR (1) FR2255060B1 (en)
GB (1) GB1479519A (en)
IE (1) IE41529B1 (en)
NL (1) NL170534C (en)
NO (2) NO140857C (en)
SE (2) SE426818B (en)
YU (2) YU41017B (en)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3732292A (en) * 1970-05-01 1973-05-08 Merck & Co Inc Indenyl compounds
US3822310A (en) * 1971-01-21 1974-07-02 Merck & Co Inc Substituted indenyl acetic acids
NL7200058A (en) * 1971-01-21 1972-07-25

Also Published As

Publication number Publication date
DD116819A5 (en) 1975-12-12
DE2460292B2 (en) 1977-06-16
DE2462380A1 (en) 1977-02-10
SE7415063L (en) 1975-06-23
DK140835C (en) 1980-04-28
DK629674A (en) 1975-08-25
NL7415701A (en) 1975-06-24
NO140857C (en) 1979-11-28
FI62287B (en) 1982-08-31
FI62287C (en) 1982-12-10
CA1044255A (en) 1978-12-12
GB1479519A (en) 1977-07-13
NO790360L (en) 1975-06-23
NO141892B (en) 1980-02-18
JPS5331153B2 (en) 1978-08-31
YU41017B (en) 1986-10-31
FR2255060B1 (en) 1978-07-21
ES432921A1 (en) 1977-03-16
DK140835B (en) 1979-11-26
NO140857B (en) 1979-08-20
FI348974A (en) 1975-06-21
AU7623674A (en) 1976-06-10
NL170534B (en) 1982-06-16
SE440774B (en) 1985-08-19
YU55981A (en) 1982-06-30
NO744395L (en) 1975-07-14
SE8107702L (en) 1981-12-22
CH616152A5 (en) 1980-03-14
NO141892C (en) 1980-05-28
NL170534C (en) 1982-11-16
ES455333A1 (en) 1978-05-01
FR2255060A1 (en) 1975-07-18
DE2460292A1 (en) 1975-06-26
YU331674A (en) 1982-02-28
JPS5095254A (en) 1975-07-29
DE2462380C2 (en) 1982-11-11
AR206334A1 (en) 1976-07-15
AR210484A1 (en) 1977-08-15
SE426818B (en) 1983-02-14
IE41529B1 (en) 1980-01-30

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