CA2398159A1 - Sulphonylaminocarbonyltriazolinones having substitutents bonded via oxygen - Google Patents
Sulphonylaminocarbonyltriazolinones having substitutents bonded via oxygen Download PDFInfo
- Publication number
- CA2398159A1 CA2398159A1 CA002398159A CA2398159A CA2398159A1 CA 2398159 A1 CA2398159 A1 CA 2398159A1 CA 002398159 A CA002398159 A CA 002398159A CA 2398159 A CA2398159 A CA 2398159A CA 2398159 A1 CA2398159 A1 CA 2398159A1
- Authority
- CA
- Canada
- Prior art keywords
- bonded via
- via oxygen
- alkyl
- amino
- sulphonylaminocarbonyltriazolinones
- 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
Links
- PRZRAMLXTKZUHF-UHFFFAOYSA-N 5-oxo-n-sulfonyl-4h-triazole-1-carboxamide Chemical class O=S(=O)=NC(=O)N1N=NCC1=O PRZRAMLXTKZUHF-UHFFFAOYSA-N 0.000 title abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title abstract 2
- 239000001301 oxygen Substances 0.000 title abstract 2
- 229910052760 oxygen Inorganic materials 0.000 title abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- -1 cyano, methoxy Chemical group 0.000 abstract 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
-
- 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
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental 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)
Abstract
The invention relates to novel intermediates of formula II useful in the preparation of sulphonylamino-carbonyltriazolinones herbicides having substituents bonded via oxygen and to salts thereof and to processes for preparing the intermediates:
(see formula I) in which R1 represents amino, C1-C4-alkyl which is optionally substituted by fluorine, cyano, methoxy or ethoxy, or represents allyl, C3-C6-cycloalkyl, benzyl, phenyl, C1-C3-alkyl amino, C3-C6-cycloalkylamino or di- (C1-C3-alkyl) -amino, and R2 represents C3-C6-cycloalkyl, or represents phenyl or benzyl which is optionally substituted by fluorine, chlorine and/or methyl.
(see formula I) in which R1 represents amino, C1-C4-alkyl which is optionally substituted by fluorine, cyano, methoxy or ethoxy, or represents allyl, C3-C6-cycloalkyl, benzyl, phenyl, C1-C3-alkyl amino, C3-C6-cycloalkylamino or di- (C1-C3-alkyl) -amino, and R2 represents C3-C6-cycloalkyl, or represents phenyl or benzyl which is optionally substituted by fluorine, chlorine and/or methyl.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4110795A DE4110795A1 (en) | 1991-04-04 | 1991-04-04 | SULFONYLAMINOCARBONYLTRIAZOLINONE WITH OXYGEN SUBSTITUTES |
DEP4110795.0 | 1991-04-04 | ||
CA002189593A CA2189593C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002189593A Division CA2189593C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2398159A1 true CA2398159A1 (en) | 1992-10-05 |
CA2398159C CA2398159C (en) | 2006-05-30 |
Family
ID=6428750
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002398159A Expired - Lifetime CA2398159C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substitutents bonded via oxygen |
CA002064636A Expired - Lifetime CA2064636C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen |
CA002189593A Expired - Lifetime CA2189593C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002064636A Expired - Lifetime CA2064636C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen |
CA002189593A Expired - Lifetime CA2189593C (en) | 1991-04-04 | 1992-04-01 | Sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0507171B1 (en) |
JP (1) | JP3262368B2 (en) |
KR (2) | KR100212940B1 (en) |
AU (1) | AU658862B2 (en) |
BR (1) | BR9201207A (en) |
CA (3) | CA2398159C (en) |
CL (1) | CL2004001114A1 (en) |
DE (2) | DE4110795A1 (en) |
DK (1) | DK0507171T3 (en) |
ES (1) | ES2108056T3 (en) |
HU (1) | HU217350B (en) |
MX (2) | MX189199B (en) |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5300480A (en) * | 1989-04-13 | 1994-04-05 | Bayer Aktiengesellschaft | Herbicidal sulphonylaminocarbonyltriazolinones having two substituents bonded via oxygen |
IL109431A (en) * | 1993-05-14 | 2001-01-11 | Warner Lambert Co | Pharmaceutical compositions containing n-acyl sulfamic acid esters (or thioesters), n-acyl sulfonamides, and n-sulfonyl carbamic acid esters (or thioesters), for regulating plasma cholesterol concentration, and certain such novel compounds |
US5491172A (en) * | 1993-05-14 | 1996-02-13 | Warner-Lambert Company | N-acyl sulfamic acid esters (or thioesters), N-acyl sulfonamides, and N-sulfonyl carbamic acid esters (or thioesters) as hypercholesterolemic agents |
DE4433966A1 (en) * | 1994-09-23 | 1996-03-28 | Bayer Ag | Process for the preparation of alkoxytriazolinones |
DE4433969A1 (en) | 1994-09-23 | 1996-03-28 | Bayer Ag | Process for the preparation of alkoxytriazolinones |
DE4433968A1 (en) * | 1994-09-23 | 1996-03-28 | Bayer Ag | Process for the preparation of alkoxytriazolinones |
DE4433967A1 (en) * | 1994-09-23 | 1996-03-28 | Bayer Ag | Process for the preparation of alkoxytriazolinones |
DE19502579A1 (en) * | 1995-01-27 | 1996-08-01 | Bayer Ag | Sulfonylamino (thio) carbonyl-triazolin (thi) one |
DE19508118A1 (en) * | 1995-03-08 | 1996-09-12 | Bayer Ag | Sulfonylaminocarbonyltriazolines with haloalkoxy substituents |
DE19517505A1 (en) * | 1995-05-12 | 1996-11-14 | Bayer Ag | Sulfonylamino (thio) carbonyltriazolin (thi) ones with aryloxy or arylthio substituents |
DE19525974A1 (en) * | 1995-07-17 | 1997-01-23 | Bayer Ag | Substituted arylsulfonylamino (thio) carbonyltriazolin (thi) one |
DE19525973A1 (en) * | 1995-07-17 | 1997-01-23 | Bayer Ag | Sulfonylamino (thio) carbonyltriazolin (thi) one with heterocyclyl (alk) oxy substituents |
DE19540737A1 (en) | 1995-11-02 | 1997-05-07 | Bayer Ag | Substituted sulfonylamino (thio) carbonyl compounds |
ZA974703B (en) * | 1996-05-30 | 1997-12-30 | Bayer Ag | Substituted sulfonylamino(thio)carbonyl compounds. |
DE19638887A1 (en) * | 1996-09-23 | 1998-03-26 | Bayer Ag | Selective herbicides based on arylsulfonylaminocarbonyltriazolinones |
US6376424B1 (en) | 1998-01-21 | 2002-04-23 | Syngenta Crop Protection, Inc. | Herbicidal composition |
AU719657B2 (en) * | 1998-01-21 | 2000-05-11 | Syngenta Participations Ag | Herbicidal composition |
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 |
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 |
DE19940860A1 (en) * | 1999-08-27 | 2001-03-01 | Bayer Ag | Selective herbicides based on a substituted phenylsulfonyl aminocarbonyltriazolinone and safeners II |
KR100704718B1 (en) * | 1999-12-27 | 2007-04-09 | 바이엘 코포레이션 | A process for the manufacture of the salts of sulfonylaminocarbonyl triazolinones |
DK1250047T3 (en) | 2000-01-25 | 2005-05-30 | Syngenta Participations Ag | Herbicide agent |
KR20050114653A (en) | 2003-03-13 | 2005-12-06 | 바스프 악티엔게젤샤프트 | Herbicidal mixtures |
DE102004036552A1 (en) * | 2004-07-28 | 2006-03-23 | Bayer Cropscience Ag | Aminocarbonyl-substituted thienesulfonylamino (thio) carbonyl-triazoline (thi) one |
EP1717228A1 (en) | 2005-04-28 | 2006-11-02 | Bayer CropScience GmbH | Sulfonylamino(thio)carbonylderivatives as herbicides or plant growth regulators |
LT1928232T (en) * | 2005-09-16 | 2016-09-26 | Bayer Intellectual Property Gmbh | Solid formulation |
EP2052606A1 (en) | 2007-10-24 | 2009-04-29 | Bayer CropScience AG | Herbicide combination |
DE102008037620A1 (en) | 2008-08-14 | 2010-02-18 | Bayer Crop Science Ag | Herbicide combination with dimethoxytriazinyl-substituted difluoromethanesulfonylanilides |
DE102008060967A1 (en) | 2008-12-06 | 2010-06-10 | Bayer Schering Pharma Aktiengesellschaft | Substituted phenylsulfonyltriazolones and their use |
EP2371823A1 (en) * | 2010-04-01 | 2011-10-05 | Bayer CropScience AG | Cyclopropyl-substituted phenylsulfonylamino(thio)carbonyltriazolinones, their production and use as herbicides and plant growth regulators |
EP3010893B1 (en) | 2013-06-20 | 2019-10-02 | Bayer CropScience Aktiengesellschaft | Arylsulfide and arylsulfoxide derivatives as acaricides and insecticides |
JP2016526538A (en) | 2013-06-20 | 2016-09-05 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | Aryl sulfide and aryl sulfoxide derivatives as acaricides and insecticides |
JOP20190094A1 (en) | 2016-10-27 | 2019-04-25 | Broad Inst Inc | 2,4,5-trisubstituted 1,2,4-triazolones useful as inhibitors of dhodh |
CA3203568A1 (en) | 2020-12-01 | 2022-06-09 | Bayer Aktiengesellschaft | Compositions comprising mesosulfuron-methyl and tehp |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1940367A1 (en) * | 1969-08-08 | 1971-02-18 | Bayer Ag | Plant protective triazolone derivs |
BE792451A (en) * | 1971-12-10 | 1973-06-08 | Ciba Geigy | TRIAZOLYL ESTERS OF PHOSPHORIC ACIDS AND PESTICIDE PRODUCTS WHICH CONTAIN |
DE3936623A1 (en) * | 1989-11-03 | 1991-05-08 | Bayer Ag | SULFONYLAMINOCARBONYLTRIAZOLINONE WITH SUBSTITUTES TIED ABOVE SULFUR |
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 |
DE3934081A1 (en) * | 1989-10-12 | 1991-04-18 | Bayer Ag | SULFONYLAMINOCARBONYLTRIAZOLINONE |
-
1991
- 1991-04-04 DE DE4110795A patent/DE4110795A1/en not_active Withdrawn
-
1992
- 1992-03-10 AU AU12189/92A patent/AU658862B2/en not_active Expired
- 1992-03-23 DK DK92104971.4T patent/DK0507171T3/en active
- 1992-03-23 EP EP92104971A patent/EP0507171B1/en not_active Expired - Lifetime
- 1992-03-23 DE DE59208934T patent/DE59208934D1/en not_active Expired - Lifetime
- 1992-03-23 ES ES92104971T patent/ES2108056T3/en not_active Expired - Lifetime
- 1992-03-30 JP JP10250992A patent/JP3262368B2/en not_active Expired - Lifetime
- 1992-03-30 KR KR1019920005225A patent/KR100212940B1/en not_active IP Right Cessation
- 1992-03-30 MX MX9201434A patent/MX189199B/en unknown
- 1992-03-30 MX MX9803638A patent/MX228149B/en unknown
- 1992-04-01 CA CA002398159A patent/CA2398159C/en not_active Expired - Lifetime
- 1992-04-01 CA CA002064636A patent/CA2064636C/en not_active Expired - Lifetime
- 1992-04-01 CA CA002189593A patent/CA2189593C/en not_active Expired - Lifetime
- 1992-04-02 HU HU9201114A patent/HU217350B/en unknown
- 1992-04-03 BR BR929201207A patent/BR9201207A/en not_active IP Right Cessation
-
1999
- 1999-01-25 KR KR1019990002314A patent/KR100243541B1/en not_active IP Right Cessation
-
2004
- 2004-05-18 CL CL200401114A patent/CL2004001114A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
MX228149B (en) | 2005-05-31 |
AU1218992A (en) | 1992-10-08 |
CA2189593A1 (en) | 1992-10-05 |
EP0507171B1 (en) | 1997-10-01 |
DK0507171T3 (en) | 1998-05-18 |
CL2004001114A1 (en) | 2005-04-29 |
KR100212940B1 (en) | 1999-08-02 |
CA2064636A1 (en) | 1992-10-05 |
AU658862B2 (en) | 1995-05-04 |
JP3262368B2 (en) | 2002-03-04 |
CA2064636C (en) | 1997-12-23 |
KR920019764A (en) | 1992-11-19 |
BR9201207A (en) | 1992-12-01 |
EP0507171A1 (en) | 1992-10-07 |
HUT61532A (en) | 1993-01-28 |
DE59208934D1 (en) | 1997-11-06 |
CA2398159C (en) | 2006-05-30 |
HU217350B (en) | 2000-01-28 |
MX189199B (en) | 1998-06-24 |
HU9201114D0 (en) | 1992-06-29 |
JPH05194433A (en) | 1993-08-03 |
MX9201434A (en) | 1992-10-01 |
ES2108056T3 (en) | 1997-12-16 |
KR100243541B1 (en) | 2000-03-15 |
CA2189593C (en) | 2003-12-09 |
DE4110795A1 (en) | 1992-10-08 |
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Legal Events
Date | Code | Title | Description |
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EEER | Examination request | ||
MKEX | Expiry |