EP0721451A1 - Les sulfamides acyles utilises comme insecticides et acaricides - Google Patents

Les sulfamides acyles utilises comme insecticides et acaricides

Info

Publication number
EP0721451A1
EP0721451A1 EP94928366A EP94928366A EP0721451A1 EP 0721451 A1 EP0721451 A1 EP 0721451A1 EP 94928366 A EP94928366 A EP 94928366A EP 94928366 A EP94928366 A EP 94928366A EP 0721451 A1 EP0721451 A1 EP 0721451A1
Authority
EP
European Patent Office
Prior art keywords
formula
alkyl
compound
group
unsubstituted
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.)
Withdrawn
Application number
EP94928366A
Other languages
German (de)
English (en)
Inventor
Manfred Böger
Peter Maienfisch
Thomas Pitterna
Tibor GÖGH
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
Novartis 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
Application filed by Ciba Geigy AG, Novartis AG filed Critical Ciba Geigy AG
Publication of EP0721451A1 publication Critical patent/EP0721451A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/26—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C307/04—Diamides of sulfuric acids
    • C07C307/06—Diamides of sulfuric acids having nitrogen atoms of the sulfamide groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/51—Y being a hydrogen or a carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

Definitions

  • haloalkyl - as a group per se and as a structural unit of other groups and compounds, such as haloalkoxy - are methyl mono- to tri-substituted by fluorine, chlorine and/or by bromine, such as CHF 2 , CF 3 or CH 2 C1; ethyl mono- to penta- substituted by fluorine, chlorine and/or by bromine, such as CH 2 CF 3 , CF 2 CF 3 , CF 2 CC1 3 , CF 2 CHC1 2 , CF 2 CHF 2 , CF 2 CFC1 2 , CH 2 CH 2 C1, CF 2 CHBr 2 , CF 2 CHC1F, CF 2 CHBrF or CC1FCHC1F; propyl or isopropyl mono- to hepta-substituted by fluorine, chlorine and/or by bromine, such as CH 2 CHBrCH 2 Br, CF 2 CHFCF 3 , CH 2
  • X is fluorine
  • Suitable inert solvents for the reaction of compounds IV with difluorocarbene or chloro- fluorocarbene are, for example, aromatic, aliphatic and alicyclic hydrocarbons and halogenated hydrocarbons, such as benzene, toluene, xylene, mesitylene, tetralin, chloro- benzene, dichlorobenzene, bromobenzene, petroleum ether, hexane, cyclohexane, dichloromethane, trichloromethane, tetrachloromethane, dichloroethane, trichloroethene or tetrachloroethene; esters, such as ethyl acetate; ethers, such as diethyl ether, dipropyl ether, diisopropyl ether, dibutyl ether, tert-butyl methyl ether, ethylene glycol monomethyl ether,
  • halogen substituents can be introduced into the alkyl radical R.
  • the invention relates to all those forms of the process according to which a compound obtainable as starting material or intermediate at any stage of the process is used as starting material and all or some of the remaining steps are carried out, or a starting material is used in the form of a derivative or a salt and/or its racemates or antipodes or, especially, is formed under the reaction conditions.
  • Haematopinus spp. Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxera spp.; of the order Mallophaga, for example,
  • Scirtothrips aurantii of the order Heteroptera, for example,
  • Aspidiotus spp. Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium,
  • Erythroneura spp. Gascardia spp., Laodelphax spp., Lecanium corni, Lepidosaphes spp.,
  • Macrosiphus spp. Myzus spp., Nephotettix spp., Nilaparvata spp., Paratoria spp.,
  • Hoplocampa spp. Lasius spp., Monomorium pharaonis, Neodiprion spp., Solenopsis spp. and Vespa spp.; of the order Diptera, for example,
  • the solid carriers used are normally natural mineral fillers such as calcite, talcum, kaolin, montmorillonite or attapulgite.
  • Suitable granulated adsorptive carriers are porous types, such as pumice, broken brick, sepiolite or bentonite; and suitable nonsorbent carriers are calcite or sand.
  • suitable nonsorbent carriers are calcite or sand.
  • a great number of granulated materials of inorganic or organic nature can be used, especially dolomite or pulverised plant residues.
  • Suitable soaps are the alkali metal salts, alkaline earth metal salts and unsubstituted or substituted ammonium salts of higher fatty acids (C 10 -C 22 ), e.g. the sodium or potassium salts of oleic or stearic acid or of natural fatty acid mixtures which can be obtained e.g. from coconut oil or tall oil; mention may also be made of fatty acid methyltaurin salts. More frequently, however, synthetic surfactants are used, especially fatty sulfonates, fatty sulfates, sulfonated benzimidazole derivatives or alkyl- arylsulfonates.
  • compositions according to the invention are also suitable for protecting plant propagation material, e.g. seed material, such as fruit, tubers or grains, or plant cuttings, from animal pests.
  • the propagation material can be treated with the formulation before planting: seed, for example, can be dressed before being sown.
  • the compounds of the invention can also be applied to grains (coating), either by impregnating the grains with a liquid formulation or by coating them with a solid formulation.
  • the formulation can also be applied to the planting site when the propagation material is being planted, for example to the seed furrow during sowing.
  • the invention relates also to those methods of treating plant propagation material and to the plant propagation material thus treated.
  • Example F2 Solutions a) b) c) d) compound No. 1.3 80 % 10 % 5 % 95 % ethylene glycol monomethyl ether 20 % - polyethylene glycol
  • the active ingredient is dissolved in dichloromethane, the solution is sprayed onto the carrier mixture, and the solvent is evaporated off in vacuo.
  • the active ingredient is mixed with the adjuvants, and the mixture is ground, moistened with water, extruded and granulated, and the granules are then dried in a stream of air.
  • Example F9 Coated granules compound No. 1.9 3 % polyethylene glycol (mol. wt. 200) 3 % kaolin 94 %
  • Example B l Action against Nilaparvata lugens
  • No. 1.2 is more than 80 % effective.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Quinoline Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyridine Compounds (AREA)
  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne des composés présentant la formule (I), dans laquelle n correspond à 1 ou 3; R correspond à -N(R1)R2 ou -(O)mR3; m correspond à 0 ou 1; R1 et R2 correspondent chacun indépendamment l'un de l'autre à H ou à un radical organique, ou avec l'atome d'azote les supportant, forment un radical hétérocyclique contenant au moins un atome d'azote; R3 correspond à un radical organique; R4 correspond à H ou C1-C6alkyle; et X à du fluor ou du chlore; sous forme libre ou sous forme de sel. Ces composés peuvent être utilisés comme ingrédients actifs agrochimiques et peuvent être préparés selon une manière connue.
EP94928366A 1993-09-28 1994-09-16 Les sulfamides acyles utilises comme insecticides et acaricides Withdrawn EP0721451A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH2912/93 1993-09-28
CH291293 1993-09-28
PCT/EP1994/003104 WO1995009151A1 (fr) 1993-09-28 1994-09-16 Les sulfamides acyles utilises comme insecticides et acaricides

Publications (1)

Publication Number Publication Date
EP0721451A1 true EP0721451A1 (fr) 1996-07-17

Family

ID=4244418

Family Applications (1)

Application Number Title Priority Date Filing Date
EP94928366A Withdrawn EP0721451A1 (fr) 1993-09-28 1994-09-16 Les sulfamides acyles utilises comme insecticides et acaricides

Country Status (7)

Country Link
EP (1) EP0721451A1 (fr)
JP (1) JPH09504508A (fr)
AU (1) AU7782694A (fr)
IL (1) IL110991A0 (fr)
TR (1) TR28509A (fr)
WO (1) WO1995009151A1 (fr)
ZA (1) ZA947518B (fr)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2001295949A1 (en) 2000-10-18 2002-04-29 Takeda Chemical Industries Ltd. Process for preparation of optically active sulfonamides and intermediates for their synthesis
AR037097A1 (es) 2001-10-05 2004-10-20 Novartis Ag Compuestos acilsulfonamidas, composiciones farmaceuticas y el uso de dichos compuestos para la preparacion de un medicamento
CN1997370B (zh) * 2004-05-19 2011-06-01 索尔瓦药物有限公司 N-氨磺酰-n＇-芳基哌嗪类化合物在制备用于预防或治疗肥胖和相关疾病的药物中的用途
JP5555426B2 (ja) * 2005-12-01 2014-07-23 ビーエーエスエフ ソシエタス・ヨーロピア スルホンアミド類の製造方法
TWI482771B (zh) * 2009-05-04 2015-05-01 Du Pont 磺醯胺殺線蟲劑
WO2016069637A1 (fr) * 2014-10-28 2016-05-06 The Regents Of The University Of California Sulfonamides d'activation de recepteurs de l'acide abscissique (aba)
CN114761383A (zh) * 2019-06-12 2022-07-15 诺瑟拉有限公司 磺酰胺衍生物及其用途
WO2025201636A1 (fr) 2023-03-31 2025-10-02 Syngenta Crop Protection Ag Composés 2,2-dihalocyclopropyle à activité pesticide
WO2025214612A1 (fr) 2023-04-14 2025-10-16 Syngenta Crop Protection Ag Composés 2,2-dihalocyclopropyle à activité pesticide
WO2025261608A1 (fr) 2023-06-29 2025-12-26 Syngenta Crop Protection Ag Composés 2,2-dihalocyclopropyl à activité pesticide
WO2026002399A1 (fr) 2023-07-07 2026-01-02 Syngenta Crop Protection Ag Composés 2,2-dihalogénocyclopropyle à action pesticide
WO2026017247A1 (fr) 2023-07-28 2026-01-22 Syngenta Crop Protection Ag Composés 2,2-dihalocyclopropyle à action pesticide
WO2025252553A1 (fr) 2024-06-04 2025-12-11 Syngenta Crop Protection Ag Composés 2,2-dihalogénocyclopropyle à action pesticide
WO2025252556A1 (fr) 2024-06-05 2025-12-11 Syngenta Crop Protection Ag Composés 2,2-dihalogénocyclopropyle à action pesticide
EP4667451A1 (fr) 2024-06-21 2025-12-24 Syngenta Crop Protection AG Composés 2,2-dihalocyclopropyles actifs comme pesticides
EP4691242A1 (fr) 2024-08-06 2026-02-11 Syngenta Crop Protection AG Composés 2,2-dihalocyclopropyles actifs comme pesticides
EP4692056A1 (fr) 2024-08-06 2026-02-11 Syngenta Crop Protection AG Composés 2,2-dihalocyclopropyles actifs comme pesticides
EP4703353A1 (fr) 2024-09-03 2026-03-04 Syngenta Crop Protection AG Composés 2,2-dihalocyclopropyles actifs comme pesticides

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3740840A1 (de) * 1987-11-27 1989-06-08 Schering Ag 2,2-difluorcyclopropylethanderivate, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
YU128891A (sh) * 1990-07-27 1994-06-10 Ciba Geigy Ag. Derivati karboksimetilciklopropana

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9509151A1 *

Also Published As

Publication number Publication date
ZA947518B (en) 1995-03-28
WO1995009151A1 (fr) 1995-04-06
TR28509A (tr) 1996-09-02
JPH09504508A (ja) 1997-05-06
IL110991A0 (en) 1994-11-28
AU7782694A (en) 1995-04-18

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Legal Events

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PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

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Owner name: NOVARTIS AG

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