JPS5538339A - Preparation of 2- 4-(2-thienylcarbonyl)phenyl propionic acid - Google Patents

Preparation of 2- 4-(2-thienylcarbonyl)phenyl propionic acid

Info

Publication number
JPS5538339A
JPS5538339A JP11199078A JP11199078A JPS5538339A JP S5538339 A JPS5538339 A JP S5538339A JP 11199078 A JP11199078 A JP 11199078A JP 11199078 A JP11199078 A JP 11199078A JP S5538339 A JPS5538339 A JP S5538339A
Authority
JP
Japan
Prior art keywords
thienylcarbonyl
acetal
oxidizing
preparation
propionic acid
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.)
Granted
Application number
JP11199078A
Other languages
Japanese (ja)
Other versions
JPS5728708B2 (en
Inventor
Kazuo Ohira
Shigenori Matsumura
Hajime Yoshida
Mikio Hori
Hajime Fujimura
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.)
Taiyo Pharmaceutical Industry Co Ltd
Original Assignee
Taiyo Pharmaceutical Industry Co Ltd
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 Taiyo Pharmaceutical Industry Co Ltd filed Critical Taiyo Pharmaceutical Industry Co Ltd
Priority to JP11199078A priority Critical patent/JPS5538339A/en
Priority to GB7906726A priority patent/GB2030131B/en
Priority to FR7907298A priority patent/FR2436146A1/en
Priority to BE0/194186A priority patent/BE875059A/en
Priority to DE19792912052 priority patent/DE2912052C2/en
Publication of JPS5538339A publication Critical patent/JPS5538339A/en
Publication of JPS5728708B2 publication Critical patent/JPS5728708B2/ja
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

PURPOSE: To prepare the title compound useful as an anti-phlogistic agent, easily, by reacting 2-thiophenaldehyde with a specific Gringnard complex of 2-(4-bromophenyl)-propionaldehyde acetal, and oxidizing and hydrolyzing the product.
CONSTITUTION: The objective compound IV is prepared by (1) reacting 2-thiophenaldehyde with a Grignard complex of 2-(4-bromophenyl)propionaldehyde acetal of formula I (R1,2 are lower alkyl, or together form ethylene or propylene) in a solvent such as tetrahydrofuran, (2) oxidizing the resulting compound II pref. with chromium oxide to 2-[4-(2-thienylcarbonyl)phenyl]propionaldehyde acetal, (3) hydrolyzing the acetal, and (4) oxidizing the hydrolyzate with chromium oxide, etc. in the presence of an acid, e.g. sulfuric acid.
COPYRIGHT: (C)1980,JPO&Japio
JP11199078A 1978-09-12 1978-09-12 Preparation of 2- 4-(2-thienylcarbonyl)phenyl propionic acid Granted JPS5538339A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP11199078A JPS5538339A (en) 1978-09-12 1978-09-12 Preparation of 2- 4-(2-thienylcarbonyl)phenyl propionic acid
GB7906726A GB2030131B (en) 1978-09-12 1979-02-26 Process for producing 2-(4-(2-thienyl-carbonyl) phenyl) propionic acid
FR7907298A FR2436146A1 (en) 1978-09-12 1979-03-22 PROCESS FOR THE PRODUCTION OF ACID ((THIENYL-2 CARBONYL) -4 PHENYL) -2 PROPIONIC
BE0/194186A BE875059A (en) 1978-09-12 1979-03-23 PROCESS FOR THE PRODUCTION OF ACID ((THIENYL-2 CARBONYL) -4 PHENYL) -2 PROPIONIC
DE19792912052 DE2912052C2 (en) 1978-09-12 1979-03-27 Process for the preparation of 2- [4- (2-thienylcarbonyl) phenyl] propionic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP11199078A JPS5538339A (en) 1978-09-12 1978-09-12 Preparation of 2- 4-(2-thienylcarbonyl)phenyl propionic acid

Publications (2)

Publication Number Publication Date
JPS5538339A true JPS5538339A (en) 1980-03-17
JPS5728708B2 JPS5728708B2 (en) 1982-06-18

Family

ID=14575172

Family Applications (1)

Application Number Title Priority Date Filing Date
JP11199078A Granted JPS5538339A (en) 1978-09-12 1978-09-12 Preparation of 2- 4-(2-thienylcarbonyl)phenyl propionic acid

Country Status (2)

Country Link
JP (1) JPS5538339A (en)
BE (1) BE875059A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4993346A (en) * 1972-10-24 1974-09-05

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4993346A (en) * 1972-10-24 1974-09-05

Also Published As

Publication number Publication date
JPS5728708B2 (en) 1982-06-18
BE875059A (en) 1979-09-24

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