CA2189698A1 - Substituted 1,2,3-triazol-3-ones - Google Patents

Substituted 1,2,3-triazol-3-ones

Info

Publication number
CA2189698A1
CA2189698A1 CA002189698A CA2189698A CA2189698A1 CA 2189698 A1 CA2189698 A1 CA 2189698A1 CA 002189698 A CA002189698 A CA 002189698A CA 2189698 A CA2189698 A CA 2189698A CA 2189698 A1 CA2189698 A1 CA 2189698A1
Authority
CA
Canada
Prior art keywords
alkyl
och3
iia
alkoxy
bromine
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
CA002189698A
Other languages
French (fr)
Other versions
CA2189698C (en
Inventor
Klaus-Helmut Muller
Peter Babczinski
Hans-Joachim Santel
Robert R. Schmidt
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.)
Bayer AG
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to CA002302058A priority Critical patent/CA2302058C/en
Publication of CA2189698A1 publication Critical patent/CA2189698A1/en
Application granted granted Critical
Publication of CA2189698C publication Critical patent/CA2189698C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
    • 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
    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Health & Medical Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

This invention relates to a triazolinone of the general formula (IIa) (IIa) in which either (1) A1 represents di-(C1-C4-alkyl)-amino and A2 represents hydrogen, or represents C1-C6-alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, C1-C4-alkoxy, C1-C4-alkyl-carbonyl or C1-C4-alkoxy-carbonyl, or represents C3-C6-cycloalkyl which is optionally substituted by fluorine, chlorine, bromine and/or C1-C4-alkyl, or represents C1-C4-alkoxy;
or in which (2) A1 represents and A2 represents OCH3 CH(CH3)2 OCH2-CH=CH2 CH3 O-CH2-CH=CH2 C2H5 O-CH2-CH=CH2 C3H7 O-CH2-CH-CH-Br C3H7 ¦
Br OCH3 OCH3 OCH3 OCH3 OC2H5 C3H7 CH(CH3)2 C4H9 CH3 C2H5 C3H7 H

C2H5 -CH2CH=CH2 CH3 CH3 -CH2OC2H5 -N(CH3)2 The compounds of formula (IIa) are novel intermediates useful in the preparation of herbicidal sulphonylaminocarbonyltriazolinones of the general formula (I)
CA002189698A 1989-10-12 1990-10-10 Substituted 1,2,3-triazol-3-ones Expired - Lifetime CA2189698C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA002302058A CA2302058C (en) 1989-10-12 1990-10-10 A process for preparing 5-methoxy-4-methyl-2,4-dihydro-3h-1,2,4-triazol-3-one

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE3934081A DE3934081A1 (en) 1989-10-12 1989-10-12 SULFONYLAMINOCARBONYLTRIAZOLINONE
DEP3934081.3 1989-10-12
CA002027206A CA2027206C (en) 1989-10-12 1990-10-10 Sulphonylaminocarbonyltriazolinones

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA002302058A Division CA2302058C (en) 1989-10-12 1990-10-10 A process for preparing 5-methoxy-4-methyl-2,4-dihydro-3h-1,2,4-triazol-3-one

Publications (2)

Publication Number Publication Date
CA2189698A1 true CA2189698A1 (en) 1991-04-13
CA2189698C CA2189698C (en) 2003-05-06

Family

ID=6391328

Family Applications (4)

Application Number Title Priority Date Filing Date
CA002302058A Expired - Lifetime CA2302058C (en) 1989-10-12 1990-10-10 A process for preparing 5-methoxy-4-methyl-2,4-dihydro-3h-1,2,4-triazol-3-one
CA002027206A Expired - Lifetime CA2027206C (en) 1989-10-12 1990-10-10 Sulphonylaminocarbonyltriazolinones
CA002189698A Expired - Lifetime CA2189698C (en) 1989-10-12 1990-10-10 Substituted 1,2,3-triazol-3-ones
CA002420329A Expired - Lifetime CA2420329C (en) 1989-10-12 1990-10-10 Sulphonylaminocarbonyltriazolinones

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CA002302058A Expired - Lifetime CA2302058C (en) 1989-10-12 1990-10-10 A process for preparing 5-methoxy-4-methyl-2,4-dihydro-3h-1,2,4-triazol-3-one
CA002027206A Expired - Lifetime CA2027206C (en) 1989-10-12 1990-10-10 Sulphonylaminocarbonyltriazolinones

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA002420329A Expired - Lifetime CA2420329C (en) 1989-10-12 1990-10-10 Sulphonylaminocarbonyltriazolinones

Country Status (13)

Country Link
EP (2) EP0683157B1 (en)
JP (1) JPH03133966A (en)
KR (1) KR0171400B1 (en)
AU (1) AU627080B2 (en)
BR (1) BR9005095A (en)
CA (4) CA2302058C (en)
CZ (1) CZ281525B6 (en)
DE (3) DE3934081A1 (en)
DK (2) DK0422469T3 (en)
ES (2) ES2222457T3 (en)
HU (1) HU218976B (en)
PL (1) PL165494B1 (en)
SK (1) SK495090A3 (en)

Families Citing this family (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3936622A1 (en) * 1989-11-03 1991-05-08 Bayer Ag HALOGENED SULFONYLAMINOCARBONYLTRIAZOLINONE
DE4131842A1 (en) * 1991-09-25 1993-04-01 Bayer Ag SULFONYLAMINOCARBONYLTRIAZOLINONE WITH TWO OXYGEN SUBSTITUTES
DE4110795A1 (en) * 1991-04-04 1992-10-08 Bayer Ag SULFONYLAMINOCARBONYLTRIAZOLINONE WITH OXYGEN SUBSTITUTES
DE4030063A1 (en) * 1990-09-22 1992-03-26 Bayer Ag SUBSTITUTED 5-ALKOXY-1,2,4, -TRIAZOL-3- (THI) ONE
DE4238125A1 (en) * 1992-11-12 1994-05-19 Bayer Ag Substituted triazolinones
US6906006B1 (en) 1988-11-23 2005-06-14 Bayer Aktiengesellschaft N-arly-substituted nitrogen-containing heterocycles, processes and novel intermediates for their preparation, and their use as herbicides and plant growth regulators
DE3928662A1 (en) * 1989-08-30 1991-03-07 Bayer Ag SUBSTITUTED 4,5-DIAMINO-1,2,4-TRIAZOL-3- (THI) ONE
US5534486A (en) * 1991-04-04 1996-07-09 Bayer Aktiengesellschaft Herbicidal sulphonylaminocarbonyl triazolinones having substituents bonded via oxygen
DE4316430A1 (en) * 1993-05-17 1994-11-24 Bayer Ag Substituted triazolinones
DE4343595A1 (en) * 1993-12-21 1995-06-22 Bayer Ag Process for the preparation of sulfonylaminocarbonyltriazolinones
DE4411913A1 (en) * 1994-04-07 1995-10-12 Bayer Ag Substituted sulfonylaminocarbonyltriazolinones
DE4435547A1 (en) * 1994-10-05 1996-04-11 Bayer Ag Sulfonylaminocarbonyltriazolinone with substituents bonded via oxygen and sulfur
DE19502579A1 (en) * 1995-01-27 1996-08-01 Bayer Ag Sulfonylamino (thio) carbonyl-triazolin (thi) one
DE19525974A1 (en) * 1995-07-17 1997-01-23 Bayer Ag Substituted arylsulfonylamino (thio) carbonyltriazolin (thi) one
DE19530450A1 (en) * 1995-08-18 1997-02-20 Bayer Ag Process for the preparation of substituted aminotriazolinones
ZA974703B (en) * 1996-05-30 1997-12-30 Bayer Ag Substituted sulfonylamino(thio)carbonyl compounds.
DE19632945A1 (en) * 1996-08-16 1998-02-19 Bayer Ag Substituted sulfonylamino (thio) carbonyl compounds
DE19802697A1 (en) 1998-01-24 1999-07-29 Bayer Ag Selective, synergistic herbicidal composition, especially for weed control in wheat
DE19823131A1 (en) * 1998-05-23 1999-11-25 Bayer Ag New sulfonylaminocarbonyl-triazolinone derivatives, used as herbicides or as fungicides or bactericides for plant protection
DE19843766A1 (en) 1998-09-24 2000-03-30 Bayer Ag Substituted thiazole (in) ylidene aminosulfonylamino (thio) carbonyl triazolinones
DE19845408A1 (en) 1998-10-02 2000-04-27 Bayer Ag Selective herbicides based on a substituted phenylsulfonylaminocarbonyl-triazolinone
DE19845407B4 (en) 1998-10-02 2012-06-28 Arysta LifeScience North America Corp.(n.d.Ges.d.Staates Californien) Selective herbicides based on a substituted phenylsulfonylaminocarbonyl-triazolinone
US5912354A (en) * 1998-12-11 1999-06-15 Bayer Corporation Process for preparing 4-amino-1,2,4-triazolin-5-ones
KR100704718B1 (en) * 1999-12-27 2007-04-09 바이엘 코포레이션 A process for the manufacture of the salts of sulfonylaminocarbonyl triazolinones
KR100431154B1 (en) * 2002-04-12 2004-05-12 (주)하나실업 Patterning method for denim
EP1717228A1 (en) 2005-04-28 2006-11-02 Bayer CropScience GmbH Sulfonylamino(thio)carbonylderivatives as herbicides or plant growth regulators
DE102008060967A1 (en) 2008-12-06 2010-06-10 Bayer Schering Pharma Aktiengesellschaft Substituted phenylsulfonyltriazolones and their use
US9505728B2 (en) 2012-03-09 2016-11-29 Inception 2, Inc. Triazolone compounds and uses thereof
MX2015007433A (en) 2012-12-20 2015-12-07 Inception 2 Inc Triazolone compounds and uses thereof.
WO2014202510A1 (en) 2013-06-20 2014-12-24 Bayer Cropscience Ag Aryl sulfide derivatives and aryl sulfoxide derivatives as acaricides and insecticides
WO2015035059A1 (en) 2013-09-06 2015-03-12 Inception 2, Inc. Triazolone compounds and uses thereof
JOP20190094A1 (en) 2016-10-27 2019-04-25 Broad Inst Inc 2,4,5-trisubstituted 1,2,4-triazolones useful as inhibitors of dhodh

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1126882B (en) * 1960-05-03 1962-04-05 Boehringer Sohn Ingelheim Process for the preparation of 1,2,4-triazolonen- (5)
US4487773A (en) * 1981-03-16 1984-12-11 Mead Johnson & Company 1,2,4-Triazol-3-one antidepressants
BE894856A (en) * 1982-10-28 1983-02-14 Fahlberg List Veb 1,2,4-Triazoline-5-one herbicides for galium species - give good control of resistant weeds in cereal and sugar beet e.g. the 3-benzyl-4-para methoxyphenyl cpd.
US4575555A (en) * 1983-06-29 1986-03-11 Mead Johnson & Company 4-(3-Chlorophenyl)-1,2,3,6-tetrahydropyridine derivative
DE3709574A1 (en) * 1987-03-24 1988-10-06 Bayer Ag SUBSTITUTED TRIAZOLINONES
DE3815765A1 (en) * 1988-05-09 1989-11-23 Bayer Ag 2-SULFONYLAMINOCARBONYL-2,4-DIHYDRO-3H-1,2,4-TRIAZOL-3-ONE, INCLUDING 4,5-CONDENSED, BICYCLIC DERIVATIVES, METHODS AND NEW INTERMEDIATE PRODUCTS FOR THEIR PRODUCTION AND USE THEREOF AS ARE
ES2063065T3 (en) * 1988-03-07 1995-01-01 Chugai Pharmaceutical Co Ltd DERIVATIVES OF TRIAZOL, PROCEDURE FOR ITS PREPARATION AND HERBICIDE COMPOSITIONS THAT CONTAIN THEM.

Also Published As

Publication number Publication date
CZ495090A3 (en) 1996-07-17
CA2027206A1 (en) 1991-04-13
DE3934081A1 (en) 1991-04-18
EP0683157B1 (en) 2004-05-26
CA2027206C (en) 1997-12-23
CA2302058A1 (en) 1991-04-13
AU6459190A (en) 1991-04-18
CA2420329C (en) 2005-11-29
HU906419D0 (en) 1991-04-29
DE59010938D1 (en) 2004-07-01
EP0422469A2 (en) 1991-04-17
CZ281525B6 (en) 1996-10-16
PL287259A1 (en) 1992-01-27
DK0422469T3 (en) 1996-08-26
BR9005095A (en) 1991-09-17
DK0683157T3 (en) 2004-09-27
AU627080B2 (en) 1992-08-13
JPH03133966A (en) 1991-06-07
KR0171400B1 (en) 1999-02-01
KR910007893A (en) 1991-05-30
CA2420329A1 (en) 1991-04-13
ES2222457T3 (en) 2005-02-01
EP0422469A3 (en) 1992-01-08
CA2302058C (en) 2004-05-25
HUT55369A (en) 1991-05-28
SK280209B6 (en) 1999-09-10
EP0683157A1 (en) 1995-11-22
PL165494B1 (en) 1994-12-30
EP0422469B1 (en) 1996-05-08
DE59010314D1 (en) 1996-06-13
ES2087107T3 (en) 1996-07-16
HU218976B (en) 2001-01-29
SK495090A3 (en) 1999-09-10
CA2189698C (en) 2003-05-06

Similar Documents

Publication Publication Date Title
CA2189698A1 (en) Substituted 1,2,3-triazol-3-ones
CA2035314A1 (en) Triazole antifungal agents
CA2398159A1 (en) Sulphonylaminocarbonyltriazolinones having substitutents bonded via oxygen
CA2043955A1 (en) Pesticidal 1-arylpyrroles
EP0710645B2 (en) Perfluoro unsaturated nitrile compound and process for producing the same
KR970007491A (en) Photo-crosslinkable liquid crystal 1,4-dioxane-2,3-diyl derivative
ES8604533A1 (en) Insecticidal composition
ES8400086A1 (en) S-benzyl thiolcarbamates and their use in controlling weeds in rice fields.
ES8202791A1 (en) Phenyl ureas.
HUT50777A (en) Process for producing 2-/3-pyridyl/-3-phenoxy-propionitril derivatives and intermediates and fungicide compositions containing the former ones as active components
CA2005595A1 (en) Herbicidal sulfonylureas, the preparation and use thereof
EP0337600A3 (en) Benzoylurea derivative, process for producing the same, insecticide containing the same, reaction intermediate of the same and process for producing the intermediate
GR3007215T3 (en)
MD1255C2 (en) Z-1,2-Diaryl-allyl chlorides
CA2106032A1 (en) Methods for the Manufacture of Fluconazole and Forms Thereof, Intermediates Useful in the Manufacture Thereof, and Combinations Comprising Fluconazole
JPH06104647B2 (en) Ferulic acid derivative, method for producing the same, and ultraviolet absorber
JPS57131339A (en) Al alloy with superior heat deformation resistance and heat conductivity
AU529318B2 (en) 1h-inden-1-one derivatives
ATE68179T1 (en) FURANIC AND THIOPHENECARBONIC ACID PROPARGYLESTER.
CA2010715A1 (en) Substituted n-hydroxypyrazoles and n-hydroxytriazoles for controlling pests
BR8406121A (en) INSECTICIDE COMPOUND, INSECTICIDE COMPOSITION AND PROCESS TO COMBAT HARMFUL INSECTS
CA2348676A1 (en) Method for preparing (2s)-1-¬ (2r,3s)-5- chloro-3-(2- chlorophenyl) -1-(3,4-dimethoxy benzenesulphonyl) -3-hydroxy-2, 3-dihydro-1h- indole-2-carbonyl| pyrrolidine-2- carboxamide
AU588248B2 (en) Benzoylphenylureas
DE58903459D1 (en) SPECIALLY SUBSTITUTED CYCLOPROPANCARBOXAMIDES, METHODS FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING Pests.
ES8207167A1 (en) Trihalomethylhydroxylactones and manufacture

Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry