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AU2997689A - Process for the preparation of thiophene derivatives and also new dihydrothiophene 1-oxides - Google Patents

Process for the preparation of thiophene derivatives and also new dihydrothiophene 1-oxides

Info

Publication number
AU2997689A
AU2997689A AU29976/89A AU2997689A AU2997689A AU 2997689 A AU2997689 A AU 2997689A AU 29976/89 A AU29976/89 A AU 29976/89A AU 2997689 A AU2997689 A AU 2997689A AU 2997689 A AU2997689 A AU 2997689A
Authority
AU
Australia
Prior art keywords
thiophene derivatives
dihydrothiophene
oxides
preparation
new
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
AU29976/89A
Other versions
AU612788B2 (en
Inventor
Hans-Wolfram Flemming
Robert Rippel
Manfred Rukwied
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.)
Sanofi Aventis Deutschland GmbH
Original Assignee
Sanofi Aventis Deutschland GmbH
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 Sanofi Aventis Deutschland GmbH filed Critical Sanofi Aventis Deutschland GmbH
Publication of AU2997689A publication Critical patent/AU2997689A/en
Application granted granted Critical
Publication of AU612788B2 publication Critical patent/AU612788B2/en
Assigned to AVENTIS PHARMA DEUTSCHLAND GMBH reassignment AVENTIS PHARMA DEUTSCHLAND GMBH Alteration of Name(s) in Register under S187 Assignors: HOECHST AKTIENGESELLSCHAFT
Assigned to SANOFI-AVENTIS DEUTSCHLAND GMBH reassignment SANOFI-AVENTIS DEUTSCHLAND GMBH Request to Amend Deed and Register Assignors: AVENTIS PHARMA DEUTSCHLAND GMBH
Anticipated expiration legal-status Critical
Expired 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
    • C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/36—Nitrogen 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
    • C07D333/46—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom
    • C07D333/48—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom 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
    • C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Steroid Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Thiophene derivatives with an optionally substituted amino group on the thiophene ring are prepared by dehydrogenation of dihydrothiophenes which are substituted in the same manner as the desired thiophene derivatives, using H2O2, the dihydrothiophenes being reacted in a first reaction step with H2O2 in neutral medium to give the corresponding sulphoxides, and, in the second reaction step, these are then rearranged with acid to give the thiophene derivatives. The dihydrothiophene-1-oxides which are formed in this process as intermediates are novel compounds. They, and equally the thiophene derivatives obtained from them by rearrangement with acid, are intermediates mainly in the crop protection agent sector and pharmaceutical sector.
AU29976/89A 1988-02-16 1989-02-15 Process for the preparation of thiophene derivatives and also new dihydrothiophene 1-oxides Expired AU612788B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3804794A DE3804794A1 (en) 1988-02-16 1988-02-16 METHOD FOR PRODUCING THIOPHENE DERIVATIVES AND NEW DIHYDROTHIOPHEN-1-OXIDES
DE3804794 1988-02-16

Publications (2)

Publication Number Publication Date
AU2997689A true AU2997689A (en) 1989-08-17
AU612788B2 AU612788B2 (en) 1991-07-18

Family

ID=6347511

Family Applications (1)

Application Number Title Priority Date Filing Date
AU29976/89A Expired AU612788B2 (en) 1988-02-16 1989-02-15 Process for the preparation of thiophene derivatives and also new dihydrothiophene 1-oxides

Country Status (12)

Country Link
EP (1) EP0331919B1 (en)
JP (1) JP2721695B2 (en)
KR (1) KR960014799B1 (en)
AT (1) ATE92483T1 (en)
AU (1) AU612788B2 (en)
CA (1) CA1338108C (en)
DE (2) DE3804794A1 (en)
DK (1) DK173888B1 (en)
ES (1) ES2059585T3 (en)
IE (1) IE63074B1 (en)
PT (1) PT89717B (en)
ZA (1) ZA891163B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2917979A (en) * 1956-02-27 1959-12-22 Garlinghouse Brothers Compactor
DE4134755A1 (en) * 1991-10-22 1993-04-29 Bayer Ag USE OF PARTLY KNOWN SUBSTITUTED TETRAHYDROTHIOPHENES AS A MEDICINAL PRODUCT, NEW ACTIVE SUBSTANCES AND METHOD FOR THE PRODUCTION THEREOF
FR2858323A1 (en) * 2003-07-28 2005-02-04 Oreal New derivatives of 3-amino-4,5-dihydrothiophene and their use in cosmetic compositions to lighten and brighten the skin, prevent browning and remove brown patches such as age spots
DE102004063191A1 (en) * 2004-12-29 2006-07-13 Bayer Cropscience Ag Process for the preparation of substituted 2-alkoxycarbonyl-3-aminothiophenes

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2700215A1 (en) * 1977-01-05 1978-07-13 Basf Ag Substd. thiophenes prepn. by dehydrogenation - of dihydrothiophenes or disulphido-bis-dihydrothiophenes, using halogen (cpds.)
US4596595A (en) * 1984-06-22 1986-06-24 Chevron Research Company Herbicidal 5-amino-3-oxo-4-(substituted-phenyl)-2,3-dihydrothiophene and derivatives thereof
GB2194530A (en) * 1986-09-02 1988-03-09 Shell Int Research Diphenyl ether compounds

Also Published As

Publication number Publication date
KR960014799B1 (en) 1996-10-19
DK173888B1 (en) 2002-01-28
PT89717B (en) 1994-03-31
EP0331919A2 (en) 1989-09-13
DK69589A (en) 1989-08-17
CA1338108C (en) 1996-03-05
ZA891163B (en) 1989-10-25
DE3804794A1 (en) 1989-08-24
JP2721695B2 (en) 1998-03-04
PT89717A (en) 1989-10-04
KR890012993A (en) 1989-09-20
JPH01249766A (en) 1989-10-05
DK69589D0 (en) 1989-02-15
DE58905083D1 (en) 1993-09-09
EP0331919B1 (en) 1993-08-04
EP0331919A3 (en) 1989-10-18
ATE92483T1 (en) 1993-08-15
IE63074B1 (en) 1995-03-22
ES2059585T3 (en) 1994-11-16
AU612788B2 (en) 1991-07-18

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Legal Events

Date Code Title Description
PC Assignment registered

Owner name: AVENTIS PHARMA DEUTSCHLAND GMBH

Free format text: FORMER OWNER WAS: HOECHST AKTIENGESELLSCHAFT