Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
  • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
  • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
  • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
  • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
• • 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
  • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
  • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
  • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles

Definitions

• R and R or R and R also together represent alkenylene which is optionally substituted by halogen or C 1 -C 6 -alkyl. Furthermore, it was found that difluoromethylthiazolylcarboxanilides of the formula (1) can be obtained by
• R, 1 1 , R r> 2, ⁇ R3 ", R * and R 5 have the meanings given above, X 3 represents bromine, iodine or trifluoromethylsulfonyloxy,
• R 1 , R 2 , R 3 , R 4 and R 5 independently of one another for hydrogen, fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, n- or i-propyl, n-, i-, s- or t -Butyl, methoxy,
• Difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, difluorochloromethyl are thio or trifluoromethylthio, with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 are not simultaneously hydrogen,
• R 1 , R 4 and R 5 each represent hydrogen and
• Formula (IV) provides a general definition of the difluoromethylthiazolylcarboxhalogenanilides required as starting materials for carrying out process b) according to the invention.
• X preferably represents bromine or iodine.
• Ethers such as diethyl ether, diisopropyl ether, methyl t-butyl ether, methyl t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane or anisole
• Nitriles such as acetonitrile, propionitrile, n- or i-butyronitrile or benzonitrile
• Amides such as N, N-dimethylformamide, N, N-dimethylacetamide,
• Fungicides can be used to control Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and
• Phytophthora species such as, for example, Phytophthora infestans
• Sphaerotheca species such as, for example, Sphaerotheca fuliginea
• Pyrenophora species such as, for example, Pyrenophora teres or P. graminea
• Drechslera (Conidial form: Drechslera, Syn: Helminthosporium);
• Cochliobolus species such as, for example, Cochliobolus sativus
• Fusarium species such as, for example, Fusarium culmorum
• Undesired microorganisms are to be understood in the present case as phytopathogenic fungi, bacteria and viruses.
• the substances according to the invention can therefore be used to protect plants against attack by the named pathogens within a certain period of time after the treatment.
• the period of time during which protection is brought about generally extends from 1 to 10 days, preferably 1 to 7 days, after the plants have been treated with the active compounds.
• Aureobasidium such as Aureobasidium pullulans
• the preferred transgenic (genetically engineered) plants or plant cultivars to be treated according to the invention include all plants which, by virtue of the genetic engineering modification, have received genetic material which gives these plants particularly advantageous, valuable properties (“traits”). Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated ripening, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products.
• the properties (“traits”) which are particularly emphasized are the increased tolerance of the plants to certain herbicidal active compounds, for example imidazoline, sulfonylureas, glyphosate or phosphinotricin (for example “PAT” gene).
• the genes imparting the desired properties (“traits”) can also occur in combinations with one another in the transgenic plants.
• Examples of "Bt plants” are maize varieties, cotton varieties, soy varieties and potato varieties that are marketed under the trade names YTELD GARD® (e.g. corn, cotton, soy), KnockOut® (e.g. corn), StarLink® (e.g. corn), Bollgard® ( Cotton), Nucoton® (cotton) and NewLeaf® (potato).
• the calibration is carried out using unbranched alkan-2-ones (with 3 to 16 carbon atoms) whose logP values are known (determination of the logP values on the basis of the retention times by linear interpolation between two successive alkanones).

Landscapes

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

Priority Applications (13)

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Publications (1)

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Cited By (35)

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Citations (3)

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• 2002
  • 2002-02-04 DE DE10204391A patent/DE10204391A1/de not_active Withdrawn
• 2003
  • 2003-01-22 AU AU2003244431A patent/AU2003244431A1/en not_active Abandoned
  • 2003-01-22 BR BRPI0307432-3B1A patent/BR0307432B1/pt not_active IP Right Cessation
  • 2003-01-22 WO PCT/EP2003/000589 patent/WO2003066610A1/de not_active Ceased
  • 2003-01-22 NZ NZ534454A patent/NZ534454A/en unknown
  • 2003-01-22 PL PL371582A patent/PL216410B1/pl not_active IP Right Cessation
  • 2003-01-22 CA CA002474902A patent/CA2474902A1/en not_active Abandoned
  • 2003-01-22 MX MXPA04007465A patent/MXPA04007465A/es active IP Right Grant
  • 2003-01-22 US US10/502,994 patent/US7388097B2/en not_active Expired - Fee Related
  • 2003-01-22 EP EP03737263A patent/EP1474407B1/de not_active Expired - Lifetime
  • 2003-01-22 ES ES03737263T patent/ES2347870T3/es not_active Expired - Lifetime
  • 2003-01-22 JP JP2003565984A patent/JP4559735B2/ja not_active Expired - Fee Related
  • 2003-01-22 AT AT03737263T patent/ATE476427T1/de not_active IP Right Cessation
  • 2003-01-22 DE DE50312946T patent/DE50312946D1/de not_active Expired - Lifetime
  • 2003-01-22 UA UA20040907251A patent/UA79266C2/uk unknown
  • 2003-01-22 CN CNB038076802A patent/CN100503586C/zh not_active Expired - Fee Related
  • 2003-01-22 KR KR1020047011698A patent/KR100958680B1/ko not_active Expired - Fee Related
  • 2003-01-22 RU RU2004126867/04A patent/RU2319697C2/ru not_active IP Right Cessation
• 2004
  • 2004-08-02 ZA ZA200406146A patent/ZA200406146B/en unknown
  • 2004-09-02 CO CO04086402A patent/CO5611065A2/es not_active Application Discontinuation

Patent Citations (3)

Non-Patent Citations (1)

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