CS244921B2 - Herbicide agent and agentvfor the regulation of plants grows and production method of effective agent - Google Patents

Herbicide agent and agentvfor the regulation of plants grows and production method of effective agent Download PDF

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CS244921B2
CS244921B2 CS83183A CS18383A CS244921B2 CS 244921 B2 CS244921 B2 CS 244921B2 CS 83183 A CS83183 A CS 83183A CS 18383 A CS18383 A CS 18383A CS 244921 B2 CS244921 B2 CS 244921B2
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pentenyl
isomers
alkyl
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CS83183A
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CS18383A2 (en
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Willy Meyer
Karl Gass
Werner Toepfl
Rolf Schurter
Georg Pissiotas
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Ciba Geigy Ag
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    • 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
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • 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<
    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48—Two nitrogen atoms
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/56—One oxygen atom and one sulfur atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40—Nitrogen atoms
    • C07D251/42—One nitrogen atom
    • C07D251/46—One nitrogen atom with oxygen or sulfur atoms attached to the two other ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D521/00—Heterocyclic compounds containing unspecified hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

Předložený vynález se týká herbicidního prostředku a prostředku k · regulaci růstu rostlin, který obsahuje jako účinnou ' složku herbicidně účinné a růst rostlin regulující N-arylsulfonyl-N‘-pyrimidinylmočoviny. Dále se vynález týká způsobu výroby nových N-arylsulfonyl-N‘-pyrimidinylmočovin a jejich ' použití k potírání plevelů, především k selektivnímu potírání plevelů v kulturách užitkových rostlin nebo k regulaci a potlačení růstu rostlin.
Byly nalezeny nové N-arylsulfonyl-N‘-pyrimidinylmočoviny odpovídající obecnému vzorci I
X-SO^NH~C
v němž
X znamená skupinu vzorce
Y znamená alkylovou skupinu s 1 až 3 atomy uhlíku, halogenalkylovou skupinu s 1 až 3 atomy uhlíku, alkoxyskupinu s 1 až 3 atomy uhlíku, halogenalkoxyskupinu s 1 až 3 atomy uhlíku, alkylthioskupinu s 1 až 3 atomy uhlíku, halogen nebo dialkylaminoskupinu s 1 až 4 atomy uhlíku v alkylových zbytcích,
Z znamená kyslík nebo síru,
Rj znamená vodík, halogen, nitroskupinu, halogenalkylovou skupinu s 1 až 4 atomy uhlíku, alkylovou skupinu s 1 až 4 atomy uhlíku, alkoxyskupinu s 1 až 4 atomy uhlíku, skupiňu — CO—R6, — NR7R8, —S(O)malkyl s 1 až 4 atomy uhlíku nebo skupinu —SO2R9,
R2 znamená vodík, fluor, chlor, nitroskupinu, methylovou skupinu, methoxyskupinu nebo alkylthioskupinu s 1 až 4 atomy uhlíku,
R3 znamená vodík, fluor, chlor, aminoskupinu, nitroskupinu nebo methoxyskupinu,
R5 znamená halogen,
Rb znamená alkenyloxyskupinu se 3 až 5 atomy uhlíku, alkinyloxyskupinu se 3 až 5 atomy uhlíku nebo popřípadě 1 až 3 atomy halogenu nebo alkoxyskupinou s 1 až 3 atomy uhlíku substituovanou alkoxyskupinu s 1 až 5 atomy uhlíku,
R7 znamená vodík, alkylovou skupinu s 1 až 4 atomy uhlíku nebo skupinu -CO-RJ2,
Rg znamená vodík nebo alkylovou skupinu s 1 až 4 atomy uhlíku,
Rg znamená skupinu —O—R13 nebo dialkylaminoskupinu s 1 až 4 atomy uhlíku v alkylových zbytcích,
Rt2 znamená alkylovou skupinu s 1 až 4 atomy uhlíku,
R,3 znamená popřípadě 1 až 3 atomy halogenu substituovanou alkylovou skupinu s 1 až 4 atomy uhlíku,
Rl8 znamená vodík nebo alkylovou skupinu s 1 až 3 atomy uhlíku a m znamená číslo 0 nebo 2, jakož i soli těchto sloučenin, které jsou herbicidně účinné a mají schopnost regulovat růst rostlin.

Claims (3)

  1. Předmětem předloženého vynálezu je herbicidní prostředek a prostředek k regulaci růstu rostlin, který se vyznačuje tím, že vedle nosných látek nebo/a dalších přísad obsahuje jako účinnou složku alespoň jednu N-arylsulfonyl-N‘-pyrimidinylmočovinu shora uvedeného a definovaného obecného vzorce I nebo její adiční sůl s kyselinou.
    Deriváty močoviny, deriváty triazinu a deriváty pyrimidinu s herbicidním účinkem jsou obecně známé. Arylsulfamoylheterocyklylamlnokarbamoylderiváty s herbicidním účinkem a se schopností regulovat růst rostlin se stručně popisují například v publikacích evropského patentu č. 9 419 nebo 30 141.
    Ve shora uvedené definici obecných symbolů se alkylem rozumí přímý nebo rozvětvený alkyl, jako například methyl, ethyl, n-propyl, isopropyl nebo čtyři isomery butylu.
    Alkoxyskupinou se rozumí methoxyskupina, ethoxyskupina, n-propyloxyskupina, isopropyloxyskupina, čtyři isomery butyloxyskupin, zejména však methoxyskupina, ethoxyskupina nebo isopropyloxyskupina.
    Jako příklady alkylthioskupin lze uvést methylthioskupinu, ethylthioskupinu, n-propylthioskupinu, isopropylthioskupinu, zejména však methylthioskupinu a ethylthioskupinu.
    Jako příklady alkenylových skupin lze uvést vinylóvou skupinu, allylovou skupinu, isopropenylovou skupinu, 1-propenylovou skupinu, 1-butenylovou skupinu,
  2. 2-butenylovou skupinu, 3-butenylovou skupinu, 1-isobutenylovou skupinu, 2-isobutenylovou skupinu, 1-pentenylovou skupinu, 2-pente4 nylovou skupinu, 3-pentenylovou skupinu a
    4-pentenylovou skupinu, zejména však vlnylovou skupinu, allylovou skupinu a 4-pentenylovou skupinu.
    Jako příklady alkylsulfonylové skupiny lze uvést methyteulfonylovou skupinu, ethylsulfonylovou skupinu nebo n-propylsulfonylovou skupinu, zejména však methylsulfonylovou skupinu a ethylsuh^o^^^^ovou skupinu.
    Halogenem se samotným nebo jako součástí halygenalkyχyskupiny rozumí fluor, chlor a brom, výhodně však fluor a chlor.
    Alkinylovými zbytky se ve významu shora uvedených symbolů rozumí zpravidla zbytek propargylový, 2-butinylový, 3-butinylový, jakož i isomery pentinylových zbytků, výhodně se však alkinylovým zbytkem rozumí propargylový zbytek nebo 2- nebo
  3. 3-butinylový zbytek.
    Vynález zahrnuje rovněž soli, které mohou tvořit sloučeniny vzorce I s aminy, s alkalickými kovy či s jejich sloučeninami a se zásadami kovů alkalických zemin nebo s kvartérními amoniovými bázemi.
    Hydroxidy alkalických kovů nebo kovů alkalických zemin jakožto solitvornými složkami se rozumí hydroxidy lithia, sodíku, draslíku, hořčíku nebo vápníku, zejména však sodíku nebo draslíku.
    Jako příklady aminů vhodných k tvorbě solí lze uvést primární, sekundární a terciární alifatické a aromatické aminy, jako methylamin, ethylamin, propylamin, isopropylamin, čtyři isomery butylaminu, dimethylamin, diethylamin, diethanylamin, dipropylamin, diisopropylamin, di-n-butylamin, pyrrolidin, piperidin, morfolin, trimethylamin, trinthylamin, tripropylamin, chinuklidin, pyridin, chinolin a isochinolin, zejména však ethylamin, propylamin, diethylamin nebo triethylamin, především však isyprypylamin a diethanolamin.
CS83183A 1982-01-11 1983-01-11 Herbicide agent and agentvfor the regulation of plants grows and production method of effective agent CS244921B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS85165A CS244950B2 (cs) 1982-01-11 1983-01-11 Způsob výroby nových N-arylsulfonyl-N!-pyrimidinylHioCovin

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH12482 1982-01-11
CH522482 1982-09-02

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CS18383A2 CS18383A2 (en) 1985-09-17
CS244921B2 true CS244921B2 (en) 1986-08-14

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US (1) US4551531A (cs)
EP (1) EP0084020B1 (cs)
JP (1) JPH0625162B2 (cs)
KR (1) KR910000524B1 (cs)
AU (1) AU539958B2 (cs)
BR (1) BR8300093A (cs)
CA (1) CA1222760A (cs)
CS (1) CS244921B2 (cs)
CY (1) CY1566A (cs)
DD (1) DD209381A5 (cs)
DE (1) DE3373653D1 (cs)
DK (1) DK166083C (cs)
EG (1) EG16537A (cs)
ES (1) ES8407029A1 (cs)
GR (1) GR77877B (cs)
HU (1) HU189212B (cs)
IL (1) IL67650A (cs)
MA (1) MA19680A1 (cs)
MX (1) MX162188A (cs)
NZ (1) NZ202980A (cs)
PH (1) PH20626A (cs)
SU (1) SU1187700A3 (cs)
TR (1) TR21764A (cs)
ZW (1) ZW1383A1 (cs)

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EP2052609A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052611A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052604A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Salz des 2-lodo-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl] benzolsulfonamids,Verfahren zu deren Herstellung, sowie deren Verwendung als Herbizide und Pflanzenwachstumregulatoren
EP2052612A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052610A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052607A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052613A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052608A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
EP2052614A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
DE102008037620A1 (de) 2008-08-14 2010-02-18 Bayer Crop Science Ag Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden
AR075465A1 (es) 2008-10-22 2011-04-06 Basf Se Uso de herbicidas de sulfonilurea en plantas cultivadas
HRP20171866T4 (hr) 2010-10-15 2021-11-26 Bayer Intellectual Property Gmbh Uporaba herbicida inhibitora als za kontrolu neželjene vegetacije kod biljaka beta vulgaris koje su razvile toleranciju na herbicide s inhibitorom als
WO2012150333A1 (en) 2011-05-04 2012-11-08 Bayer Intellectual Property Gmbh Use of als inhibitor herbicides for control of unwanted vegetation in als inhibitor herbicide tolerant brassica, such as b. napus, plants
PL2931034T5 (pl) 2012-12-13 2022-09-12 Bayer Cropscience Ag Zastosowanie herbicydów inhibitorów ALS do kontroli niepożądanej roślinności w roślinach Beta vulgaris z tolerancją herbicydów inhibitorów ALS
AR127377A1 (es) 2021-10-15 2024-01-17 Kws Saat Se & Co Kgaa Mutantes de beta vulgaris tolerantes a herbicidas inhibidores de als

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DK163123C (da) * 1978-05-30 1992-06-09 Du Pont Benzensulfonylurinstoffer til anvendelse som herbicider eller plantevaekstregulatorer, praeparat indeholdende dem samt deres anvendelse
DK349479A (da) * 1978-09-27 1980-03-28 Du Pont Sulfonamidderivater og deres anvendelse til regulering af plantevaekst
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EP0084020A2 (de) 1983-07-20
PH20626A (en) 1987-03-06
AU1023483A (en) 1983-07-21
CA1222760A (en) 1987-06-09
CS18383A2 (en) 1985-09-17
DK6883A (da) 1983-07-12
GR77877B (cs) 1984-09-25
EG16537A (en) 1988-01-31
CY1566A (en) 1991-05-17
ES518875A0 (es) 1984-07-16
DK166083C (da) 1993-08-23
AU539958B2 (en) 1984-10-25
DK6883D0 (da) 1983-01-10
MA19680A1 (fr) 1983-10-01
JPS62142166A (ja) 1987-06-25
DE3373653D1 (de) 1987-10-22
MX162188A (es) 1991-04-08
EP0084020B1 (de) 1987-09-16
US4551531A (en) 1985-11-05
EP0084020A3 (en) 1984-04-25
ES8407029A1 (es) 1984-07-16
IL67650A0 (en) 1983-05-15
BR8300093A (pt) 1983-09-20
IL67650A (en) 1986-10-31
DK166083B (da) 1993-03-08
KR910000524B1 (ko) 1991-01-26
KR840003242A (ko) 1984-08-20
ZW1383A1 (en) 1983-08-03
NZ202980A (en) 1985-08-16
TR21764A (tr) 1985-06-18
JPH0625162B2 (ja) 1994-04-06
DD209381A5 (de) 1984-05-09
SU1187700A3 (ru) 1985-10-23
HU189212B (en) 1986-06-30

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