TRIFLUOROMETHYL-THIOPHENE CARBOXYLIC ACID ANILIDES AND USE THEREOF AS FUNGICIDES

    公开(公告)号:CA2519990A1

    公开(公告)日:2004-10-07

    申请号:CA2519990

    申请日:2004-03-20

    Applicant: BASF AG

    Abstract: The invention relates to trifluoromethyl-thiophene carboxylic acid anilides of general formulas I, II, and III, wherein the substituents have the following meaning: R1, R4 independently represent C1-C4alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, C2-C4 alkinyl, C1-C4 alkoxy, said groups being optionally substitut ed by halogen, H, halogen, nitro, CN; R2 represents H, OH, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 alkoxy, said groups being optionally substituted by haloge n; R3 represents C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 alkenyl, C5-C12 cycloalkenyl, C2-C12 alkinyl, C3-C12 cycloalkyl-C1-C4 alkyl, said groups bei ng optionally substituted by R7; phenyl, phenyl-C1-C6 alkyl, phenyl-C2-C6 alkenyl, phenyl-C2-C6 alkinyl, phenyloxy-C1-C6 alkyl, phenyloxy-C2-C6 alkeny l, phenyloxy-C2-C6 alkinyl, the alkyl portion, alkenyl portion, and alkinyl portion being optionally substituted by R7 and the phenyl ring being optionally substituted by R5; -C(R8)=NOR6; X represents O, S, or a direct bond; R5 represents H, C1-C4alkyl, C3-C6 cycloalkyl, C1-C4 alkoxy, C2-C4 alkenyl, C2-C4 alkinyl, said groups being optionally substituted by halogen, halogen, nitro, CN, phenyl which can be substituted by R1, phenoxy that can be substituted by R1, C1-C6 alkyl-phenyl, the alkyl portion being optionally substituted by halogen andthe phenyl ring being optionally substituted by R1 ; R6 represents C1-C4 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, C2-C4 alkinyl, said groups being optionally substituted by halogen, phenyl which can be substituted by R1; R7 represents C1-C4 alkyl, C1-C8 alkoxy, C2-C8 alkenyloxy , C2-C8 alkinyloxy, C1-C4 alkoxy-C1-C8 alkoxy, said groups being optionally substituted by halogen, halogen; R8 represents H, R7, or C1-C12 alkyl, C3-C1 2 cycloalkyl, C2-C12 alkenyl, C5-C12 cycloalkenyl, C3-C12 cycloalkyl-C1-C4 alkyl, said groups being optionally substituted by halogen; phenyl which can be substituted by R5; n represents 0 to 4; and m represents 0, 1. Also disclosed is the use of the inventive trifluoromethyl-thiophene carboxylic acid anilides as fungicides and agents containing said trifluoromethyl- thiophene carboxylic acid anilides.

    77.
    发明专利
    未知

    公开(公告)号:BR0210858A

    公开(公告)日:2004-06-29

    申请号:BR0210858

    申请日:2002-07-03

    Applicant: BASF AG

    Abstract: 5-(Alkyl, alkenyl or alkynyl)-7-(hydrocarbyl or heterocyclyl)-6-phenyl-1,2,4-triazolo[1,5-a]pyrimidines (I) are new. 5-(Alkyl, alkenyl or alkynyl)-7-(hydrocarbyl or heterocyclyl)-6-phenyl-1,2,4-triazolo[1,5-a]pyrimidines of formula (I) are new. [Image] n : 0-5; R : halo, CN, OH or OCN, or alkyl, alkenyl, alkynyl, T', haloalkenyl, OT, alkenyloxy, alkynyloxy, OT', cycloalkyl, cycloalkenyl, cycloalkoxy, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, CONH 2, mono- or dialkylaminocarbonyl, alkoximinoalkyl, alkenyloximinocarbonyl, alkynyloximinoalkyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, cycloalkylcarbonyl or Het (all optionally partially or completely halogenated and optionally substituted by 1-4 R a); T : 1-6C alkyl; T' : 1-6C haloalkyl; Het : 5-10 membered, saturated, partially unsaturated or aromatic heterocycle containing 1-4 of O, N and/or S heteroatoms; R 11-10C alkyl, alkenyl, alkynyl, 3-12C cycloalkyl, 3-10C cycloalkenyl, phenyl, naphthyl or Het (all optionally partially or completely halogenated and optionally substituted by 1-4 R a); R ahalo, CN, NO 2, OH, T, T', COT, cycloalkyl, OT, OT', COOT, NHT, NT 2, 2-6C alkenyl, 2-6C alkenyloxy, 3-6C alkynyloxy, alkoximino, alkenyloximino, alkynyloximino, aralkoximino, alkynyl, alkynyloxycarbonyl, phenyl, naphthyl or Het (where all aliphatic, alicyclic or aromatic groups are optionally partially or completely halogenated and optionally substituted by 1-3 R aand/or 1-3 R c); R bhalo, CN, NO 2, OH, SH, NH 2, COOH, CONH 2, CSNH 2, T, T', 2-8C alkenyl, 2-8C alkenyloxy, 2-8C alkynyloxy, OT, OT', ST, NHT, NT 2, CHO, COT, SO 2T, SOT, COOT, OCOT, CONHT, CONT 2, CSNHT or CSNT 2; R ccycloalkyl, -O-cycloalkyl, heterocyclyl, -O-heterocyclyl, aryl, -O-aryl, -S-aryl, -O-T-aryl, -T-aryl, heteroaryl, -O-heteroaryl or -S-heteroaryl (where cycloalkyl or heterocyclyl rings are 3-10 membered, aryl rings are preferably 6-10 membered and heteroaryl rings are preferably 5-6 membered; and all rings are optionally partially or completely halogenated and optionally substituted by alkyl or haloalkyl); and R 21-4C alkyl, 2-4C alkynyl or 2-4C alkynyl (all optionally substituted by halo, CN, NO 2, OMe, OEt or 1-4C alkoxycarbonyl; Unless specified otherwise alkyl moieties have 1-8C, alkenyl or alkynyl moieties 2-10C and cycloalkyl or cycloalkenyl moieties 3-6C. Independent claims are also included for: (1) preparation of (I); and (2) dicarbonyl compound intermediates of formula (III), provided that n is not 0 and R 1and R 2are not both Me. [Image] ACTIVITY : Fungicide. 7-Cyclohexyl-5-methyl-6-(2-chloro-6-fluorophenyl)-1,2,4-triazolo[1,5-a]pyrimidine (Ia) at a concentration of 63 ppm gave at least 90 % protection of tomato plants against Alternaria solani. MECHANISM OF ACTION : None given.

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