IE41777L - Heterocyclic carboxamides. - Google Patents

Heterocyclic carboxamides.

Info

Publication number
IE41777L
IE41777L IE750709A IE70975A IE41777L IE 41777 L IE41777 L IE 41777L IE 750709 A IE750709 A IE 750709A IE 70975 A IE70975 A IE 70975A IE 41777 L IE41777 L IE 41777L
Authority
IE
Ireland
Prior art keywords
formula
acid
prepared
compound
reacting
Prior art date
Application number
IE750709A
Other versions
IE41777B1 (en
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 IE41777L publication Critical patent/IE41777L/en
Publication of IE41777B1 publication Critical patent/IE41777B1/en

Links

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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic 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
    • C07D239/28—Heterocyclic 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
    • C07D239/30—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic 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
    • C07D307/18—Heterocyclic 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
    • C07D307/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic 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
    • C07D307/56—Heterocyclic 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
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/16—Heterocyclic 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
    • C07D309/28—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06—Six-membered rings
    • 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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Furan Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (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. [GB1448810A]
IE709/75A 1974-04-02 1975-04-02 Fungicidal agents IE41777B1 (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 (2)

Publication Number Publication Date
IE41777L true IE41777L (en) 1975-10-02
IE41777B1 IE41777B1 (en) 1980-03-26

Family

ID=25688094

Family Applications (2)

Application Number Title Priority Date Filing Date
IE709/75A IE41777B1 (en) 1974-04-02 1975-04-02 Fungicidal agents
IE708/75A IE41140B1 (en) 1974-04-02 1975-04-02 Fungicidal n-substituted furoic amide derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
IE708/75A IE41140B1 (en) 1974-04-02 1975-04-02 Fungicidal n-substituted furoic amide derivatives

Country Status (31)

Country Link
JP (3) JPS5345364B2 (en)
AR (2) AR205189A1 (en)
AT (2) AT343407B (en)
AU (1) AU465906B2 (en)
BG (2) BG24651A3 (en)
CA (2) CA1050546A (en)
CH (1) CH603041A5 (en)
CS (2) CS183789B2 (en)
DD (3) DD118510A5 (en)
DE (2) DE2560591C2 (en)
DK (2) DK141168B (en)
EG (2) EG12263A (en)
ES (2) ES436174A1 (en)
FI (2) FI63567C (en)
FR (2) FR2265748B1 (en)
GB (2) GB1448810A (en)
HU (2) HU172935B (en)
IE (2) IE41777B1 (en)
IL (2) IL46989A (en)
IT (2) IT1048806B (en)
LU (2) LU72175A1 (en)
NL (2) NL160821C (en)
NO (2) NO141340C (en)
OA (2) OA04916A (en)
PH (2) PH11792A (en)
PL (2) PL97786B1 (en)
RO (3) RO73181A (en)
SE (2) SE418086B (en)
SU (4) SU682096A3 (en)
TR (2) TR18508A (en)
YU (2) YU39026B (en)

Families Citing this family (37)

* 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
DE2948734A1 (en) * 1978-12-07 1980-06-19 Ciba Geigy Ag PEST CONTROL
DE2940189A1 (en) * 1979-10-04 1981-04-16 Basf Ag, 6700 Ludwigshafen ISOXAZOLYLCARBONIC ACID ANILIDE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES
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
ATE24504T1 (en) * 1981-03-19 1987-01-15 Ici Plc AMIDE DERIVATIVES, PROCESS FOR THEIR MANUFACTURE, THEIR USE AS THE FUNGICIDES AND THE PESTICIDES THEY CONTAIN.
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
DE4304172A1 (en) 1993-02-12 1994-08-25 Bayer Ag Fungicidal active ingredient combinations
US5723491A (en) * 1994-07-11 1998-03-03 Novartis Corporation Fungicidal composition and method of controlling fungus infestation
DE4429014A1 (en) 1994-08-16 1996-02-22 Basf Ag Process for the preparation of cyclic amines
PE32799A1 (en) * 1996-12-25 1999-04-09 Agrogene Ltd NEW DERIVATIVE OF AMINOBUTIRIC ACID FOR THE PROTECTION OF FUNGAL DISEASES
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
CA2611178C (en) 2005-06-09 2016-02-23 Bayer Cropscience Ag Combinations comprising glufosinate and strobilurins
DE102006023263A1 (en) 2006-05-18 2007-11-22 Bayer Cropscience Ag Synergistic drug combinations
EP2489262B1 (en) 2006-09-18 2018-11-14 Basf Se Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
BR122019020355B1 (en) 2007-02-06 2020-08-18 Basf Se MIXTURES, PESTICIDE COMPOSITION, METHOD TO CONTROL HARMFUL PHYTOPATHOGENIC FUNGI, METHOD TO PROTECT PLANTS FROM ATTACK OR INFESTATION BY INSECTS, ACARIDES OR NEMATOSES AND METHOD TO PROTECT SEED
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
CN103548836A (en) 2009-07-16 2014-02-05 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
CN115557887B (en) * 2022-11-10 2024-11-01 南京林业大学 Ugi reaction-based synthesis of trifluoromethyl pyridine derivative and biological activity research thereof

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

Also Published As

Publication number Publication date
ATA244875A (en) 1977-09-15
NO751086L (en) 1975-10-03
IL46989A0 (en) 1975-06-25
RO84021A (en) 1984-05-12
BG26356A3 (en) 1979-03-15
RO84021B (en) 1984-06-30
CS183788B2 (en) 1978-07-31
DK135875A (en) 1975-10-03
IL46989A (en) 1978-06-15
IL46988A (en) 1977-12-30
JPS6042202B2 (en) 1985-09-20
YU39026B (en) 1984-02-29
PL97786B1 (en) 1978-03-30
SU628812A3 (en) 1978-10-15
HU173317B (en) 1979-04-28
LU72175A1 (en) 1977-02-01
CS183789B2 (en) 1978-07-31
NO142714C (en) 1980-10-01
RO73181A (en) 1982-10-11
ES436174A1 (en) 1977-04-16
PH11792A (en) 1978-07-05
DE2560591C2 (en) 1989-06-08
SU682096A3 (en) 1979-08-25
HU172935B (en) 1979-01-28
YU40259B (en) 1985-12-31
JPS50135225A (en) 1975-10-27
FR2265747A1 (en) 1975-10-24
IT1048806B (en) 1980-12-20
NL7503755A (en) 1975-10-06
JPS5345364B2 (en) 1978-12-06
AR205189A1 (en) 1976-04-12
BG24651A3 (en) 1978-04-12
NO751084L (en) 1975-10-03
NO142714B (en) 1980-06-23
FI750921A (en) 1975-10-03
SE418086B (en) 1981-05-04
AT345614B (en) 1978-09-25
DE2513732A1 (en) 1975-10-16
JPS50135226A (en) 1975-10-27
AU465906B2 (en) 1975-10-09
FR2265747B1 (en) 1977-04-15
RO79677A (en) 1982-08-17
DK141995C (en) 1980-12-15
DK141168C (en) 1980-07-14
DE2513732C2 (en) 1988-04-14
NL160821C (en) 1979-12-17
DD124733A5 (en) 1977-03-09
EG11640A (en) 1977-10-31
TR18508A (en) 1977-03-04
SE7503517L (en) 1975-10-03
DE2513788A1 (en) 1975-10-09
IL46988A0 (en) 1975-06-25
OA04916A (en) 1980-10-31
LU72174A1 (en) 1976-03-02
FR2265748A1 (en) 1975-10-24
DK141995B (en) 1980-08-04
NL7503754A (en) 1975-10-06
GB1448810A (en) 1976-09-08
IE41140L (en) 1975-10-02
FI63567C (en) 1983-07-11
NO141340B (en) 1979-11-12
DD118785A5 (en) 1976-03-20
DK141168B (en) 1980-01-28
DE2513788B2 (en) 1977-06-30
PL98627B1 (en) 1978-05-31
SE7503518L (en) 1975-10-03
NO141340C (en) 1980-02-20
OA04918A (en) 1980-10-31
YU82775A (en) 1982-08-31
CA1050546A (en) 1979-03-13
AU7964175A (en) 1976-09-30
JPS5740829B2 (en) 1982-08-30
TR18339A (en) 1977-05-10
IT1049394B (en) 1981-01-20
DK135975A (en) 1975-10-03
NL160821B (en) 1979-07-16
FR2265748B1 (en) 1978-02-03
SE419218B (en) 1981-07-20
JPS53135964A (en) 1978-11-28
ATA244675A (en) 1978-01-15
AT343407B (en) 1978-05-26
ES436175A1 (en) 1977-04-16
FI63567B (en) 1983-03-31
IE41777B1 (en) 1980-03-26
IE41140B1 (en) 1979-10-24
FI750920A (en) 1975-10-03
AU7964075A (en) 1975-10-09
PH13072A (en) 1979-11-23
GB1498199A (en) 1978-01-18
SU626690A3 (en) 1978-09-30
EG12263A (en) 1978-12-31
YU82875A (en) 1982-05-31
CH603041A5 (en) 1978-08-15
SU743561A3 (en) 1980-06-25
AR224602A1 (en) 1981-12-30
CA1050558A (en) 1979-03-13
DD118510A5 (en) 1976-03-12

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