ATA660375A - Verfahren zur herstellung von neuen 3-phenyl-5substituierten-4(1h)-pyridonen (thionen) und derensaeureadditionsslzen - Google Patents

Verfahren zur herstellung von neuen 3-phenyl-5substituierten-4(1h)-pyridonen (thionen) und derensaeureadditionsslzen

Info

Publication number
ATA660375A
ATA660375A AT0660375A AT660375A ATA660375A AT A660375 A ATA660375 A AT A660375A AT 0660375 A AT0660375 A AT 0660375A AT 660375 A AT660375 A AT 660375A AT A660375 A ATA660375 A AT A660375A
Authority
AT
Austria
Prior art keywords
thionen
derensate
pyridones
phenyl
substituted
Prior art date
Application number
AT0660375A
Other languages
English (en)
Other versions
AT365577B (de
Original Assignee
Lilly Co Eli
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 Lilly Co Eli filed Critical Lilly Co Eli
Priority to AT563277A priority Critical patent/AT362613B/de
Priority to AT593279A priority patent/AT370414B/de
Publication of ATA660375A publication Critical patent/ATA660375A/de
Application granted granted Critical
Publication of AT365577B publication Critical patent/AT365577B/de

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/69—Two or more oxygen atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C07C49/233—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C07C49/235—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/68—One oxygen atom attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C07D213/85—Nitriles in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
    • 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)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pyridine Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Furan Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
AT0660375A 1974-08-28 1975-08-27 Verfahren zur herstellung von neuen 3-phenyl-5substituierten-4(1h)-pyridonen (-thionen) und deren saeureadditionssalzen AT365577B (de)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AT563277A AT362613B (de) 1975-08-27 1975-08-27 Herbizides mittel
AT593279A AT370414B (de) 1974-08-28 1979-09-07 Verfahren zur herstellung von neuen 3-phenyl-5substituierten-4(1h)-pyridonen (-thionen) und deren saeureadditionssalzen

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US50142474A 1974-08-28 1974-08-28
US59166175A 1975-07-03 1975-07-03

Publications (2)

Publication Number Publication Date
ATA660375A true ATA660375A (de) 1981-06-15
AT365577B AT365577B (de) 1982-01-25

Family

ID=27053808

Family Applications (1)

Application Number Title Priority Date Filing Date
AT0660375A AT365577B (de) 1974-08-28 1975-08-27 Verfahren zur herstellung von neuen 3-phenyl-5substituierten-4(1h)-pyridonen (-thionen) und deren saeureadditionssalzen

Country Status (27)

Country Link
JP (2) JPS60350B2 (de)
AR (1) AR218211A1 (de)
AT (1) AT365577B (de)
BE (1) BE832702A (de)
BR (1) BR7505487A (de)
CA (1) CA1075696A (de)
CH (2) CH630356A5 (de)
DD (2) DD123461A5 (de)
DE (1) DE2537753C2 (de)
DK (1) DK385075A (de)
EG (1) EG12953A (de)
FR (1) FR2283130A1 (de)
GB (1) GB1521092A (de)
HU (1) HU169687B (de)
IE (1) IE42444B1 (de)
IL (1) IL47938A (de)
IT (1) IT1042113B (de)
LU (1) LU73264A1 (de)
MX (1) MX5136E (de)
NL (1) NL181272C (de)
NO (1) NO145617C (de)
NZ (1) NZ178426A (de)
OA (1) OA05093A (de)
PL (2) PL109320B1 (de)
SU (2) SU1074403A3 (de)
TR (1) TR19047A (de)
YU (1) YU39076B (de)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT362613B (de) * 1975-08-27 1981-06-10 Lilly Co Eli Herbizides mittel
US4051142A (en) * 1976-05-24 1977-09-27 Rohm And Haas Company 1-Aryl-4-pyridones
US4174209A (en) * 1978-06-19 1979-11-13 Eli Lilly And Company Herbicidal 1-alkyl-3-phenylpyridinium salts
ATE17482T1 (de) * 1981-09-05 1986-02-15 Bayer Ag Hetero-substituierte 4-pyridon-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als herbizide.
AU570466B2 (en) * 1983-06-17 1988-03-17 Rhone-Poulenc Agro 3-oxo-2,3-dihydrofuran derivatives
US4537623A (en) * 1984-03-29 1985-08-27 Chevron Research Company Herbicidal 2-(oxa or thia heterocycle)5-amino-3-oxo-4-(substituted-phenyl)-2,3-dihydrofurans
US4568376A (en) * 1984-05-09 1986-02-04 Chevron Research Company Herbicidal 5-amino-3-oxo-4-(substituted-phenyl)-2,3-dihydrofuran and derivatives thereof
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
DE3430232A1 (de) * 1984-08-17 1986-02-27 Bayer Ag, 5090 Leverkusen N-methyl-4-pyridone
US4606756A (en) * 1984-10-26 1986-08-19 Chevron Research Company Herbicidal 2-(nitrogen heterocycle)5-amino-3-oxo-4-(substituted-phenyl)-2,3-dihydrofurans
US4568375A (en) * 1984-10-26 1986-02-04 Chevron Research Company 2-Substituted 5-amino-3-oxo-4-(substituted-phenyl)-2,3-dihydrofuran herbicides
US4568378A (en) * 1984-12-21 1986-02-04 Chevron Research Company Herbicidal 5-cycloalkylamino-3-oxo-4-(substituted-phenyl)-2,3-dihydrofuran and derivatives thereof
US4568377A (en) * 1985-04-26 1986-02-04 Chevron Research Company Herbicidal 5-amino-3-oxo-4-(substituted-phenyl)-2,3-dihydrofuran
US4978386A (en) * 1985-06-11 1990-12-18 Chevron Research Company Herbicidal 2-(substituted-phenyl)-3-amino-2-cyclopentenone derivatives
DE3531773A1 (de) * 1985-09-06 1987-03-19 Bayer Ag 3,5 disubstituierte 4-pyridone
JPH07121911B2 (ja) 1986-03-26 1995-12-25 クミアイ化学工業株式会社 ４（１ｈ）−ピリジノン誘導体および農園芸用殺菌剤
DE19518739A1 (de) * 1995-05-22 1996-11-28 Basf Ag N-Aminopyridonderivate
WO1997028127A1 (en) * 1996-02-02 1997-08-07 Kumiai Chemical Industry Co., Ltd. Pyridone derivatives and herbicides
EP2052612A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
DE102008037629A1 (de) 2008-08-14 2010-02-18 Bayer Cropscience Ag Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden
US11026423B2 (en) * 2013-04-17 2021-06-08 Sepro Corporation Herbicidal compositions and methods
JP2017206440A (ja) * 2014-09-10 2017-11-24 日本曹達株式会社 ピリジン化合物およびその用途
DE112018003194B4 (de) * 2017-06-23 2024-08-29 Nitto Kohki Co., Ltd. Druckluftwerkzeug

Also Published As

Publication number Publication date
NL181272B (nl) 1987-02-16
DD123461A5 (de) 1976-12-20
JPS611401B2 (de) 1986-01-17
NL181272C (nl) 1987-07-16
IE42444L (en) 1976-02-28
LU73264A1 (de) 1976-04-13
AT365577B (de) 1982-01-25
EG12953A (en) 1980-03-31
NO752942L (de) 1976-03-02
GB1521092A (en) 1978-08-09
BE832702A (fr) 1975-12-16
AU8427875A (en) 1977-03-03
MX5136E (es) 1983-03-28
DE2537753A1 (de) 1976-03-11
CA1075696A (en) 1980-04-15
PL111873B1 (en) 1980-09-30
BR7505487A (pt) 1976-08-31
SU1074403A3 (ru) 1984-02-15
SU716522A3 (ru) 1980-02-15
NO145617B (no) 1982-01-18
NZ178426A (en) 1978-06-20
JPS60350B2 (ja) 1985-01-07
TR19047A (tr) 1978-03-20
DK385075A (da) 1976-02-29
AR218211A1 (es) 1980-05-30
OA05093A (fr) 1981-01-31
HU169687B (de) 1977-02-28
DE2537753C2 (de) 1984-05-30
NL7509935A (nl) 1976-03-02
YU216375A (en) 1982-02-28
NO145617C (no) 1982-04-28
YU39076B (en) 1984-04-30
IL47938A (en) 1979-07-25
FR2283130A1 (fr) 1976-03-26
FR2283130B1 (de) 1983-04-08
IE42444B1 (en) 1980-08-13
JPS5148671A (en) 1976-04-26
IT1042113B (it) 1980-01-30
JPS5151520A (de) 1976-05-07
PL109320B1 (en) 1980-05-31
CH630356A5 (en) 1982-06-15
IL47938A0 (en) 1975-11-25
CH632248A5 (en) 1982-09-30
DD127452A5 (de) 1977-09-21

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