RU2362772C2 - Производные бензолсульфонамида - Google Patents
Производные бензолсульфонамида Download PDFInfo
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- RU2362772C2 RU2362772C2 RU2005134168/04A RU2005134168A RU2362772C2 RU 2362772 C2 RU2362772 C2 RU 2362772C2 RU 2005134168/04 A RU2005134168/04 A RU 2005134168/04A RU 2005134168 A RU2005134168 A RU 2005134168A RU 2362772 C2 RU2362772 C2 RU 2362772C2
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- Prior art keywords
- formula
- alkyl
- oxygen
- hydrogen
- herbicidally active
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- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical class NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 title abstract 3
- 239000001257 hydrogen Substances 0.000 claims abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 7
- 239000001301 oxygen Substances 0.000 claims abstract 7
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 7
- 238000000034 method Methods 0.000 claims abstract 6
- 150000003839 salts Chemical class 0.000 claims abstract 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 3
- 239000000460 chlorine Substances 0.000 claims abstract 3
- 239000004009 herbicide Substances 0.000 claims abstract 3
- UJYAZVSPFMJCLW-UHFFFAOYSA-N n-(oxomethylidene)benzenesulfonamide Chemical class O=C=NS(=O)(=O)C1=CC=CC=C1 UJYAZVSPFMJCLW-UHFFFAOYSA-N 0.000 claims abstract 3
- 238000002360 preparation method Methods 0.000 claims abstract 3
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims abstract 2
- 229910052736 halogen Chemical group 0.000 claims abstract 2
- 150000002367 halogens Chemical group 0.000 claims abstract 2
- 230000008635 plant growth Effects 0.000 claims abstract 2
- 150000008331 benzenesulfonamides Chemical class 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 239000012752 auxiliary agent Substances 0.000 claims 2
- 206010001597 Alcohol interaction Diseases 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 239000004476 plant protection product Substances 0.000 claims 1
- 239000003223 protective agent Substances 0.000 claims 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 0 CC(N(*)C(N1C)=*)=C(*)C1=* Chemical compound CC(N(*)C(N1C)=*)=C(*)C1=* 0.000 description 2
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- 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
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- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
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- 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
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- 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
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- 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
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
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- 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
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- 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
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- 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
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Abstract
Настоящее изобретение относится к производным бензолсульфонамида формулы I и их применимым в сельском хозяйстве солям. В формуле I X1 означает водород или галоген; X2 - хлор; X3 означает водород; Y означает группу -С(А)В; А означает кислород; В означает кислород; R1 означает C1-С6-алкил, который может быть необязательно замещен C1-С6-алкоксилом, C1-С6-алкилкарбонилом, С3-С7-циклоалкил, фенил-С1-С4-алкил; Q означает остаток Q21; А8, А9 означают кислород; R29 означает C1-С6-алкил; R30, R31 означают водород, C1-С6-галогеналкил. Изобретение также относится к способу получения производных бензолсульфонамида формулы I, гербицидному средству на их основе, способу получения гербицидно активных средств, способу борьбы с нежелательным ростом растений, применению в качестве гербицидов и к бензолсульфонилизоцианатам формулы II. 7 н. и 1 з.п. ф-лы, 4 табл.
Description
Claims (8)
1. Производные бензолсульфонамида формулы I
,
в которой заместители имеют следующие значения:
X1 означает водород или галоген;
X2 хлор;
X3 означает водород;
Y означает группу -С(А)В;
А означает кислород;
В означает кислород;
R1 означает C1-С6-алкил, который может быть необязательно замещен C1-С6-алкоксилом, C1-С6-алкилкарбонилом, С3-С7-циклоалкил, фенил-С1-С4-алкил;
Q означает остаток Q21
.
А8, А9 означают кислород;
R29 означает C1-С6-алкил;
R30, R31 означают водород, C1-С6-галогеналкил,
а также их применимые в сельском хозяйстве соли.
,
в которой заместители имеют следующие значения:
X1 означает водород или галоген;
X2 хлор;
X3 означает водород;
Y означает группу -С(А)В;
А означает кислород;
В означает кислород;
R1 означает C1-С6-алкил, который может быть необязательно замещен C1-С6-алкоксилом, C1-С6-алкилкарбонилом, С3-С7-циклоалкил, фенил-С1-С4-алкил;
Q означает остаток Q21
.
А8, А9 означают кислород;
R29 означает C1-С6-алкил;
R30, R31 означают водород, C1-С6-галогеналкил,
а также их применимые в сельском хозяйстве соли.
2. Бензолсульфонамиды формулы I по п.1, при которых X1 означает водород, фтор или хлор.
3. Способ получения производных бензолсульфоамида формулы I по п.1, причем X3 означает водород, Y означает -С(А)В и В означает кислород, отличающийся тем, что бензолсульфонилизоцианаты формулы II
,
где X1, X2, А и Q имеют приведенные в п.1 значения,
подвергают взаимодействию со спиртами, формулы IV
где В=0,
причем R1 и R2 имеют приведенные в п.1 значения.
,
где X1, X2, А и Q имеют приведенные в п.1 значения,
подвергают взаимодействию со спиртами, формулы IV
где В=0,
причем R1 и R2 имеют приведенные в п.1 значения.
5. Гербицидное средство, содержащее гербицидно активное количество, по меньшей мере, одного производного бензолсульфонамида формулы I или применимой в сельском хозяйстве соли соединения формулы I по любому из пп.1 и 2 и обычные для препаративной формы средств защиты растений вспомогательные агенты.
6. Способ получения гербицидно активных средств, отличающийся тем, что смешивают гербицидно активное количество, по меньшей мере, одного производного бензолсульфонамида формулы I или применимой в сельском хозяйстве соли соединения формулы I по любому из пп.1 и 2 и обычные для препаративной формы средств защиты растений вспомогательные агенты.
7. Способ борьбы с нежелательным ростом растений, отличающийся тем, что гербицидно активным количеством, по меньшей мере, одного производного бензолсульфонамида формулы I или применимой в сельском хозяйстве соли соединения формулы I по любому из пп.1 и 2 воздействуют на растения, их пространство произрастания и/или на семена.
8. Применение производных бензолсульфоамида формулы I и их применимых в сельском хозяйстве солей по любому из пп.1 и 2 в качестве гербицидов.
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Application Number | Priority Date | Filing Date | Title |
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DE10316311 | 2003-04-08 | ||
DE10316311.5 | 2003-04-08 |
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RU2005134168A RU2005134168A (ru) | 2006-03-20 |
RU2362772C2 true RU2362772C2 (ru) | 2009-07-27 |
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---|---|---|---|
RU2005134168/04A RU2362772C2 (ru) | 2003-04-08 | 2004-04-06 | Производные бензолсульфонамида |
Country Status (6)
Country | Link |
---|---|
US (1) | US7741485B2 (ru) |
EP (1) | EP1613607B1 (ru) |
JP (1) | JP4699358B2 (ru) |
BR (1) | BRPI0409221A (ru) |
RU (1) | RU2362772C2 (ru) |
WO (1) | WO2004089914A1 (ru) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
MX2007014114A (es) | 2005-05-10 | 2008-03-14 | Intermune Inc | Derivados de piridona para modular el sistema de proteina cinasa activada por estres. |
CA2651732C (en) | 2006-05-18 | 2014-10-14 | Mannkind Corporation | Intracellular kinase inhibitors |
JP5627574B2 (ja) | 2008-06-03 | 2014-11-19 | インターミューン, インコーポレイテッド | 炎症性および線維性疾患を治療するための化合物および方法 |
AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
JP6525437B2 (ja) | 2014-04-02 | 2019-06-05 | インターミューン, インコーポレイテッド | 抗線維性ピリジノン |
CN105712925B (zh) * | 2014-12-05 | 2019-01-04 | 沈阳中化农药化工研发有限公司 | 一种取代的磺酰胺基(硫代)羰基化合物及其用途 |
CN111961005B (zh) * | 2020-07-27 | 2022-04-12 | 南北兄弟药业投资有限公司 | 苯基尿嘧啶类化合物及其应用 |
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US4230874A (en) | 1976-09-13 | 1980-10-28 | Stauffer Chemical Company | N-(Benzenesulfonyl) carbamates-herbicidal antidotes |
US4293701A (en) | 1976-09-13 | 1981-10-06 | Stauffer Chemical Company | N-(Benzenesulfonyl) carbamates - herbicidal antidotes |
US4334911A (en) | 1976-09-13 | 1982-06-15 | Stauffer Chemical Company | Herbicidal compositions and methods |
US4369058A (en) | 1977-10-06 | 1983-01-18 | E. I. Du Pont De Nemours And Company | N-(Heterocyclicaminocarbonyl)arylsulfonamides |
US4419523A (en) | 1979-12-31 | 1983-12-06 | Stauffer Chemical Company | N-(Benzenesulfonyl) carbamates-herbicidal antidotes |
US5017214A (en) | 1985-05-30 | 1991-05-21 | George Levitt | Herbicidal sulfonamides |
US4913726A (en) | 1985-05-30 | 1990-04-03 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
US4786311A (en) | 1985-05-30 | 1988-11-22 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
JPS62242679A (ja) | 1986-04-11 | 1987-10-23 | イ−・アイ・デユポン・デ・ニモアス・アンド・カンパニ− | スルホニル尿素化合物 |
KR930004672B1 (ko) | 1988-08-31 | 1993-06-03 | 니혼 노야꾸 가부시끼가이샤 | 3-치환 페닐피라졸 유도체 또는 이의 염 및 이의 제조방법, 이의 용도 및 이의 사용 방법 |
DE4038430A1 (de) | 1990-12-01 | 1992-06-04 | Basf Ag | Herbizide n-((1,3,5-triazin-2-yl)-aminocarbonyl) benzolsulfonamide |
US5169430A (en) * | 1991-08-09 | 1992-12-08 | Uniroyal Chemical Company, Inc. | Benzenesulfonamide derivatives and methods for their production |
DE19500118A1 (de) * | 1994-05-18 | 1995-11-23 | Bayer Ag | Substituierte Diazacyclohexandi(thi)one |
DE4417837A1 (de) | 1994-05-20 | 1995-11-23 | Basf Ag | Substituierte 3-Phenylpyrazole |
DE4431218A1 (de) | 1994-09-02 | 1996-03-07 | Bayer Ag | Substituierte Pyrimidin(thi)one |
CN1157553A (zh) | 1994-09-09 | 1997-08-20 | 诺沃挪第克公司 | 清洁、消毒和防护隐形眼镜的方法 |
DE4432888A1 (de) | 1994-09-15 | 1996-03-21 | Bayer Ag | Verwendung von Aryluracilen im semi- und nicht-selektiven Bereich der Unkrautbekämpfung |
DE4437197A1 (de) | 1994-10-18 | 1996-04-25 | Bayer Ag | Herbizide auf Basis von Aryluracilen zur Verwendung im Reisanbau |
DE19531152A1 (de) | 1994-12-15 | 1996-06-20 | Bayer Ag | Substituierte N-Aryl-Stickstoffheterocyclen |
CA2220136A1 (en) * | 1995-06-15 | 1997-01-03 | Novartis Ag | Novel herbicides |
EP0862558A1 (de) * | 1995-10-26 | 1998-09-09 | Basf Aktiengesellschaft | Substituierte 4,5-di(trifluormethyl)pyrazole und ihre verwendung als herbizide und zur desikkation/defoliation von pflanzen |
DE19617532A1 (de) * | 1996-05-02 | 1997-11-06 | Bayer Ag | Substituierte Phenyluracile |
JP2002511452A (ja) | 1998-04-09 | 2002-04-16 | バイエル アクチェンゲゼルシャフト | 置換フェニルピリダジノン類 |
JP2002205986A (ja) * | 2000-11-08 | 2002-07-23 | Takeda Chem Ind Ltd | ピリミジン誘導体およびそれを含有する除草剤 |
JP2002205992A (ja) | 2000-11-08 | 2002-07-23 | Takeda Chem Ind Ltd | 二環式トリアゾロン誘導体およびそれを含有する除草剤 |
JP4322443B2 (ja) * | 2001-06-07 | 2009-09-02 | 富士フイルム株式会社 | 熱現像感光材料 |
-
2004
- 2004-04-06 EP EP04725933A patent/EP1613607B1/de not_active Expired - Lifetime
- 2004-04-06 BR BRPI0409221-0A patent/BRPI0409221A/pt not_active Application Discontinuation
- 2004-04-06 RU RU2005134168/04A patent/RU2362772C2/ru not_active IP Right Cessation
- 2004-04-06 WO PCT/EP2004/003624 patent/WO2004089914A1/de active Search and Examination
- 2004-04-06 JP JP2006505008A patent/JP4699358B2/ja not_active Expired - Fee Related
- 2004-04-06 US US10/551,988 patent/US7741485B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
BRPI0409221A (pt) | 2006-03-28 |
WO2004089914A1 (de) | 2004-10-21 |
JP4699358B2 (ja) | 2011-06-08 |
JP2006522760A (ja) | 2006-10-05 |
US7741485B2 (en) | 2010-06-22 |
RU2005134168A (ru) | 2006-03-20 |
US20060211577A1 (en) | 2006-09-21 |
EP1613607B1 (de) | 2013-01-09 |
EP1613607A1 (de) | 2006-01-11 |
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