GB1448810A - Fungicidal n-substituted furoic amide derivatives - Google Patents

Fungicidal n-substituted furoic amide derivatives

Info

Publication number
GB1448810A
GB1448810A GB1333275A GB1333275A GB1448810A GB 1448810 A GB1448810 A GB 1448810A GB 1333275 A GB1333275 A GB 1333275A GB 1333275 A GB1333275 A GB 1333275A GB 1448810 A GB1448810 A GB 1448810A
Authority
GB
United Kingdom
Prior art keywords
formula
acid
prepared
compound
reacting
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
GB1333275A
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
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 CH457274A external-priority patent/CH590608A5/en
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1448810A publication Critical patent/GB1448810A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/30Halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
    • C07D307/24Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/16Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D309/28Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D327/00Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06Six-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic 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
    • C07D333/26Heterocyclic 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
    • C07D333/38Carbon 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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Furan Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

1448810 Furan derivatives CIBA-GEIGY AG 1 April 1975 [2 April 1974 10 Feb 1975] 13332/75 Heading C2C The invention comprises compounds of the Formula (I) in which R is H or methyl. They may be prepared by (a) acylating a compound of Formula (II) with furan (2)-carboxylic acid or an acid halide, anhydride or ester thereof, or (b) reacting a compound of Formula (III) with either an α-halopropionic acid methyl ester in the presence of an alkali metal carbonate, or with butyl lithium or sodium hydride to give the corresponding alkali metal salt, followed by reaction with an α-halopropionic acid methyl ester. The enantiomeric D-form of the compound of Formula (I) may be prepared by reacting the racemic compound of Formula (IV) in known manner with a nitrogen-containing optically active base to give the corresponding salt followed by fractional crystallization and liberation of the acid of Formula IV which is enriched with the optical D-antipode. The D- form of the ester of Formula (II) may then be prepared in conventional manner from the D form of the acid of Formula (IV), followed by acylation as in step (a) above, to give the D- form of the compound of Formula (I). The D- form of the acid of Formula (IV) may also be prepared by replacing the hydroxy group in L(+) lactic acid by halogen and reacting this product with 2,6-dimethylaniline or 2,3,6-trimethylaniline with reversal of the configuration. The compounds of Formula (II) may be prepared by reacting 2,6-dimethylaniline or 2,3,6- trimethylaniline with 2-bromopropionic acid methyl ester. The compounds of Formula (I) are used in fungicidal compositions.
GB1333275A 1974-04-02 1975-04-01 Fungicidal n-substituted furoic amide derivatives Expired GB1448810A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH457274A CH590608A5 (en) 1974-04-02 1974-04-02 N-Furoyl-N-aryl-alanine esters - prepd. e.g. by reacting N-aryl-alanine esters with 2-furoic acid or its derivs.
CH159175A CH603041A5 (en) 1974-04-02 1975-02-10 N-Furoyl-N-aryl-alanine esters

Publications (1)

Publication Number Publication Date
GB1448810A true GB1448810A (en) 1976-09-08

Family

ID=25688094

Family Applications (2)

Application Number Title Priority Date Filing Date
GB1333275A Expired GB1448810A (en) 1974-04-02 1975-04-01 Fungicidal n-substituted furoic amide derivatives
GB13349/75A Expired GB1498199A (en) 1974-04-02 1975-04-01 Fungicidal agents

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB13349/75A Expired GB1498199A (en) 1974-04-02 1975-04-01 Fungicidal agents

Country Status (31)

Country Link
JP (3) JPS5345364B2 (en)
AR (2) AR205189A1 (en)
AT (2) AT345614B (en)
AU (1) AU465906B2 (en)
BG (2) BG26356A3 (en)
CA (2) CA1050546A (en)
CH (1) CH603041A5 (en)
CS (2) CS183789B2 (en)
DD (3) DD124733A5 (en)
DE (2) DE2513732A1 (en)
DK (2) DK141995B (en)
EG (2) EG12263A (en)
ES (2) ES436174A1 (en)
FI (2) FI63567C (en)
FR (2) FR2265747B1 (en)
GB (2) GB1448810A (en)
HU (2) HU172935B (en)
IE (2) IE41140B1 (en)
IL (2) IL46989A (en)
IT (2) IT1049394B (en)
LU (2) LU72175A1 (en)
NL (2) NL160821C (en)
NO (2) NO141340C (en)
OA (2) OA04916A (en)
PH (2) PH11792A (en)
PL (2) PL98627B1 (en)
RO (3) RO73181A (en)
SE (2) SE419218B (en)
SU (4) SU682096A3 (en)
TR (2) TR18508A (en)
YU (2) YU40259B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4328236A (en) 1979-10-04 1982-05-04 Basf Aktiengesellschaft Isoxazolyl carboxanilides, and their use for combating fungi
EP0610764A1 (en) 1993-02-12 1994-08-17 Bayer Ag Fungicidal mixture
WO1996001559A1 (en) * 1994-07-11 1996-01-25 Ciba-Geigy Ag Fungicidal composition and method of controlling fungus infestation
EP2489267A2 (en) 2006-09-18 2012-08-22 Basf Se Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
EP2679095A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
CN115557887A (en) * 2022-11-10 2023-01-03 南京林业大学 Synthesis of trifluoromethyl pyridine derivative based on Ugi reaction and biological activity research of trifluoromethyl pyridine derivative

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5845433B2 (en) * 1975-02-10 1983-10-08 チバ・ガイギ− アクチエンゲゼルシヤフト 2↓-Production method of furancarboxylic acid anilides
US4147792A (en) * 1977-02-04 1979-04-03 Ciba-Geigy Corporation Fungicidal compositions
CH629939A5 (en) * 1977-03-29 1982-05-28 Ciba Geigy Ag MICROBICIDAL AGENT.
DE2724785A1 (en) * 1977-05-27 1978-12-14 Schering Ag FURANCARBONIC ANILIDES, FUNGICIDALS CONTAINING THESE COMPOUNDS AND THE PROCESS FOR THEIR PREPARATION
BG28977A3 (en) * 1978-02-02 1980-08-15 Montedison Spa Fungicide means and method for fungus fighting
CH637368A5 (en) * 1978-10-27 1983-07-29 Ciba Geigy Ag ANILINE DERIVATIVES AND Pesticides Manufactured From Them.
DE2961993D1 (en) * 1978-10-31 1982-03-11 Bayer Ag Substituted n-propargyl anilines, process for their preparation and their use as fungicides
CH641760A5 (en) * 1978-11-27 1984-03-15 Ciba Geigy Ag PEST CONTROL.
CH639940A5 (en) * 1978-12-05 1983-12-15 Ciba Geigy Ag Substituted N-alkoxycarbonylethyl-N-acylanilines, microbicides containing them, and process for the preparation of the compounds
IT7927866A0 (en) * 1978-12-07 1979-12-04 Ciba Geigy Ag DISINFESTANT PRODUCTS.
MA19111A1 (en) * 1979-10-26 1981-12-31 Ciba Geigy Ag HOMOSERIN DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS MICROBICIDES
DE3013908A1 (en) * 1980-04-11 1981-10-22 Basf Ag, 6700 Ludwigshafen 2- (N-ARYL-, N-ISOXAZOLYLCARBONYL) -AMINOBUTYROLACTONE, METHOD FOR THE PRODUCTION THEREOF AND FUNGICIDES CONTAINING THEM
MA19215A1 (en) * 1980-07-25 1982-04-01 Ciba Geigy Ag NOVEL ARYLAMINE DERIVATIVES, PROCESS FOR THEIR MANUFACTURE AND USE AS MICROBICIDES.
DE3030736A1 (en) 1980-08-14 1982-03-25 Basf Ag, 6700 Ludwigshafen N-DISUBSTITUTED ANILINE DERIVATIVES, THEIR PRODUCTION, THEIR USE AS MICROBICIDES AND AGENTS THEREFOR
GB2095237B (en) * 1981-03-19 1985-04-03 Ici Plc Herbicidal and fungicidal substituted n-furyl or thienyl-methyl amides
DE3133418A1 (en) * 1981-08-24 1983-03-10 Basf Ag, 6700 Ludwigshafen THIAZOLYL AND ISOTHIAZOLYLCARBONIC ACID ANILIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES
JPH0326906U (en) * 1989-07-26 1991-03-19
DE4011172A1 (en) * 1990-04-06 1991-10-10 Degussa COMPOUNDS FOR CONTROLLING PLANT DISEASES
DE4429014A1 (en) 1994-08-16 1996-02-22 Basf Ag Process for the preparation of cyclic amines
AR011515A1 (en) 1996-12-25 2000-08-30 Agrogene Ltd DERIVED FROM AMINOBUTIRIC ACID FOR THE PROTECTION OF PLANTS FROM FUNGAL DISEASES AND A METHOD TO PROTECT A CROP AGAINST FUNGAL DISEASES, FOR EXAMPLE, TOMATOES AND POTATOES AGAINST LATE, EARLY MILK, VINEYARD ELVIO, AND
DE10347090A1 (en) 2003-10-10 2005-05-04 Bayer Cropscience Ag Synergistic fungicidal drug combinations
DE10349501A1 (en) 2003-10-23 2005-05-25 Bayer Cropscience Ag Synergistic fungicidal drug combinations
DE102004049761A1 (en) 2004-10-12 2006-04-13 Bayer Cropscience Ag Fungicidal drug combinations
DE102005026482A1 (en) 2005-06-09 2006-12-14 Bayer Cropscience Ag Active substance combination, useful e.g. for combating unwanted phytopathogenic fungus, comprises herbicides e.g. glyphosate and active substances e.g. strobilurin, triazoles, valinamide and carboxamide
CN104170838B (en) 2005-06-09 2016-03-30 拜尔农作物科学股份公司 Active agent combinations
DE102006023263A1 (en) 2006-05-18 2007-11-22 Bayer Cropscience Ag Synergistic drug combinations
EP2000030A1 (en) 2007-06-06 2008-12-10 Bayer CropScience AG Fungicidal active agent compounds
EP2000028A1 (en) 2007-06-06 2008-12-10 Bayer CropScience Aktiengesellschaft Fungicidal active agent compounds
DE102007045920B4 (en) 2007-09-26 2018-07-05 Bayer Intellectual Property Gmbh Synergistic drug combinations
CN104430378A (en) 2009-07-16 2015-03-25 拜尔农作物科学股份公司 Synergistic active substance combinations containing phenyl triazoles
EP2910126A1 (en) 2015-05-05 2015-08-26 Bayer CropScience AG Active compound combinations having insecticidal properties

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3959481A (en) * 1969-02-13 1976-05-25 Uniroyal Method of protecting plants from fungal diseases using furan-3-carboxamide derivatives
JPS5345364A (en) * 1976-10-06 1978-04-24 Daiahoiru Kk Device for controlling extrusion molding die bolt

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4328236A (en) 1979-10-04 1982-05-04 Basf Aktiengesellschaft Isoxazolyl carboxanilides, and their use for combating fungi
EP0610764A1 (en) 1993-02-12 1994-08-17 Bayer Ag Fungicidal mixture
WO1996001559A1 (en) * 1994-07-11 1996-01-25 Ciba-Geigy Ag Fungicidal composition and method of controlling fungus infestation
US5723491A (en) * 1994-07-11 1998-03-03 Novartis Corporation Fungicidal composition and method of controlling fungus infestation
AP801A (en) * 1994-07-11 2000-01-21 Syngenta Participations Ag Fungicidal compositions and method of controlling fungus infestation.
US6228884B1 (en) 1994-07-11 2001-05-08 Syngenta Investment Corporation Fungicidal composition and method of controlling fungus infestation
CN1098032C (en) * 1994-07-11 2003-01-08 辛根塔参与股份公司 Fungicidal composition and method of controlling fungus infestation
EP2489267A2 (en) 2006-09-18 2012-08-22 Basf Se Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
EP2489265A2 (en) 2006-09-18 2012-08-22 Basf Se Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
EP2489266A2 (en) 2006-09-18 2012-08-22 Basf Se Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
EP2489268A2 (en) 2006-09-18 2012-08-22 Basf Se Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
EP2679095A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
EP2679096A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
EP2679094A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
CN115557887A (en) * 2022-11-10 2023-01-03 南京林业大学 Synthesis of trifluoromethyl pyridine derivative based on Ugi reaction and biological activity research of trifluoromethyl pyridine derivative

Also Published As

Publication number Publication date
YU82775A (en) 1982-08-31
FR2265747B1 (en) 1977-04-15
AU7964175A (en) 1976-09-30
DE2560591C2 (en) 1989-06-08
IT1049394B (en) 1981-01-20
IE41777B1 (en) 1980-03-26
PL98627B1 (en) 1978-05-31
FR2265747A1 (en) 1975-10-24
ATA244875A (en) 1977-09-15
CH603041A5 (en) 1978-08-15
YU82875A (en) 1982-05-31
FR2265748B1 (en) 1978-02-03
TR18339A (en) 1977-05-10
IE41140L (en) 1975-10-02
NL7503755A (en) 1975-10-06
BG24651A3 (en) 1978-04-12
NL160821C (en) 1979-12-17
ES436174A1 (en) 1977-04-16
DD118510A5 (en) 1976-03-12
AT345614B (en) 1978-09-25
IE41777L (en) 1975-10-02
NO751084L (en) 1975-10-03
DK141168B (en) 1980-01-28
SU682096A3 (en) 1979-08-25
CS183788B2 (en) 1978-07-31
JPS5345364B2 (en) 1978-12-06
CA1050546A (en) 1979-03-13
JPS50135226A (en) 1975-10-27
SE418086B (en) 1981-05-04
BG26356A3 (en) 1979-03-15
IL46989A0 (en) 1975-06-25
IL46988A0 (en) 1975-06-25
DK141168C (en) 1980-07-14
FR2265748A1 (en) 1975-10-24
DK141995B (en) 1980-08-04
IE41140B1 (en) 1979-10-24
OA04918A (en) 1980-10-31
DE2513732C2 (en) 1988-04-14
NO751086L (en) 1975-10-03
FI750920A (en) 1975-10-03
ES436175A1 (en) 1977-04-16
SU628812A3 (en) 1978-10-15
DE2513788B2 (en) 1977-06-30
IL46988A (en) 1977-12-30
AU465906B2 (en) 1975-10-09
JPS6042202B2 (en) 1985-09-20
NL7503754A (en) 1975-10-06
NO141340C (en) 1980-02-20
LU72174A1 (en) 1976-03-02
SU626690A3 (en) 1978-09-30
JPS5740829B2 (en) 1982-08-30
RO73181A (en) 1982-10-11
NO141340B (en) 1979-11-12
IL46989A (en) 1978-06-15
FI750921A (en) 1975-10-03
FI63567B (en) 1983-03-31
RO79677A (en) 1982-08-17
RO84021B (en) 1984-06-30
ATA244675A (en) 1978-01-15
DK135875A (en) 1975-10-03
NO142714B (en) 1980-06-23
NL160821B (en) 1979-07-16
AR205189A1 (en) 1976-04-12
NO142714C (en) 1980-10-01
DD118785A5 (en) 1976-03-20
JPS53135964A (en) 1978-11-28
AR224602A1 (en) 1981-12-30
AU7964075A (en) 1975-10-09
TR18508A (en) 1977-03-04
EG12263A (en) 1978-12-31
PH13072A (en) 1979-11-23
SU743561A3 (en) 1980-06-25
SE7503517L (en) 1975-10-03
DD124733A5 (en) 1977-03-09
DE2513788A1 (en) 1975-10-09
HU173317B (en) 1979-04-28
IT1048806B (en) 1980-12-20
PH11792A (en) 1978-07-05
PL97786B1 (en) 1978-03-30
EG11640A (en) 1977-10-31
LU72175A1 (en) 1977-02-01
OA04916A (en) 1980-10-31
CA1050558A (en) 1979-03-13
YU40259B (en) 1985-12-31
YU39026B (en) 1984-02-29
JPS50135225A (en) 1975-10-27
RO84021A (en) 1984-05-12
HU172935B (en) 1979-01-28
SE419218B (en) 1981-07-20
DK141995C (en) 1980-12-15
FI63567C (en) 1983-07-11
CS183789B2 (en) 1978-07-31
SE7503518L (en) 1975-10-03
DE2513732A1 (en) 1975-10-16
DK135975A (en) 1975-10-03
GB1498199A (en) 1978-01-18
AT343407B (en) 1978-05-26

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Effective date: 19950331