New 2-substituted pyrimidine derivatives, useful for controlling phytopathogenic fungi and for controlling animal pests in agriculture

    公开(公告)号:DE102005046592A1

    公开(公告)日:2007-03-29

    申请号:DE102005046592

    申请日:2005-09-28

    Applicant: BASF AG

    Abstract: 2-Substituted pyrimidine derivatives (I) are new. 2-Substituted pyrimidine derivatives of formula (I) and their salts are new. R 1>, R 11>1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 3-6C (halo)cycloalkyl or 4-6C (halo)cycloalkenyl, or R 1>+R 11>forms a 5- to 7-membered ring optionally containing another heteroatom (O, N or S); R 1>and R 11>are optionally substituted with 1-4 of R 2>and two substituents on adjacent ring atoms can form 1-6C alkylene, 2-4C oxyalkylene or 1-3C alkylenedioxy; R 2>halo, CN, 1-6C (halo)alkyl, 3-6C (halo)cycloalkyl, 4-6C cycloalkenyl, OH, 1-6C (halo)alkoxy, 2-8C alkenyloxy, 2-8C alkynyloxy, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, 1-6C alkylthio, =CH 2, =C(1-4C alkyl) 2, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA', Si(1-6C alkyl) 3, or phenyl optionally substituted with 1-3 of halo, 1-6C (halo)alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-6C cycloalkyl, 1-6C alkoxy, CN, NO 2, COA, COOA, CONAA', C(A')(NOA), NAA'; m : 0-2; A, A', A" : H, 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-6C cycloalkyl, 3-8C cycloalkenyl or phenyl, all optionally halogenated and/or substituted with NO 2, OCN, CN, 1-4C alkoxy, or A+A' forms a 5- or 6-membered ring with 1-4 heteroatoms (O, N, S); R 3>halo, CN, N 3, 1-4C (halo)alkyl, 2-4C (halo)alkenyl, 2-4C (halo)alkynyl, 3-6C (halo)cycloalkyl, 1-4C alkoxy, 3-4C alkenyloxy, 3-4C alkynyloxy, 1-6C alkylthio, di(1-6C alkyl)amino or 1-6C alkylamino, all optionally substituted with 1-4 of halo, CN,, NO 2, 1-2C alkoxy and 1-4C alkoxycarbonyl; R 4>5- or 6-membered heterocyclyl with 1-4 heteroatoms (O, N, S), optionally halogenated and/or substituted with 1-4 of Ru; or CN, CZORa, CZNRzRb, CZNRaNRzRb, CZRa, CRaRbORz, CRaRbNRzRc, ON=CRaRb, OCZRa, NRaRb', NRaCZRb, NRaCZORb, NRaCZNRzRb, NRaN=CRcRb, NRaNRzRb or NRzORa; Ru : halo, CN, 1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 1-6C (halo)alkoxy, 3-6C (halo)cycloalkyl, 2-8C alkenyloxy, 2-8C alkynyloxy, 4-6C cycloalkenyl, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA'; Z : O, S, NRd, NORd or NNRzRc; Rb' : 1-6C alkyl, 2-6C alkynyl, 2-6C alkynyl, 3-6C cycloalkyl or 4-6C cycloalkenyl; Ra, Rb, Rc, Rd : H or Rb'; Rz : Ra, CORd or COORd; B : 5- or 6-membered heteroaryl with 1-4 heteroatoms (O, N, S), or phenyl; L : halo, CN, OCN, 1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 1-6C (halo)alkoxy, 3-6C (halo)cycloalkyl, 2-8C alkenyloxy, 2-8C alkynyloxy, 4-6C cycloalkenyl, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA', optionally substituted with 1-4 of RL; RL : halo, CN, 1-6C alkoxy, 3-6C cycloalkyl, 2-8C alkenyloxy, 2-8C alkynyloxy, 4-6C cycloalkenyl, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA'; and n : 1-5. Ra, Rb, Rc, Rd, Rb', Rz Are optionally halogenated and/or substituted with 1-4 of halo, CN, 1-8C alkyl, 2-10C alkenyl, 2-10C alkynyl, 1-6C alkoxy, 2-10C alkenyloxy, 2-10C alkynyloxy, 3-6C cycloalkyl, 3-6C cycloalkenyl, 3-6C cycloalkoxy, 3-6C cycloalkenyloxy; and two of Ra, Rb, Rc, Rz can form a 5- or 6-membered ring with 1-4 heteroatoms (O, N, S). Independent claims are also included for: (1) combination of at least one compound (I) and at least one other fungicide, insecticide and/or herbicide; (2) controlling phytopathogenic fungi by treating the fungi and/or materials, plants, soil or seeds to be protected from fungal attack with at least one compound (I); (3) controlling animal pests in agriculture by treating the pests and/or materials, plants, soil or seeds to be protected from them with at least one compound (I); (4) seeds comprising a compound (I) in an amount of 1-1000 g/100 kg. [Image] ACTIVITY : Plant antifungal. In a protective test against Alternaria solanion tomato plants, plants treated with 2-(1,2,4-triazol-1-yl)-4-chloro-5-(2-chloro-4-fluorophenyl)-6-(N-methoxy-N-methylamino)-pyrimidine (250 ppm) showed no more than 20% attack after 5 days, compared with 90% for control plants. MECHANISM OF ACTION : None given.

    AMIDAS DE ACIDO PIRAZOLCARBOXILICO
    13.
    发明专利

    公开(公告)号:PE00412007A1

    公开(公告)日:2007-02-01

    申请号:PE0004942006

    申请日:2006-05-10

    Applicant: BASF AG

    CPC classification number: A01N43/56 C07D231/14

    Abstract: DE FORMULA (I), DONDE: X ES TRIFLUOROMETILO; R1 ES F, Cl, Br, ALQUILO C1-C4 o HALOALQUILO C1-C4; R2 ES H, HALOGENO O ALQUILO C1-C4; R3 ES H, ALQUILO C1-C4, HALOALQUILO, C1-C4, ALQUENILO C2-C4; ALQUINILO C2-C4 o CICLOALQUILO C3-C6; W ES OXIGENO o AZUFRE. CUANDO R3 ES H Y W ES OXIGENO: a) R1 NO ES METILO Y R2 NO ES F, AL MISMO TIEMPO; Y, b) R1 NO ES TRIFLUOROMETILO Y R2 NO ES H o F, AL MISMO TIEMPO. LAS AMIDAS SON SELECCIONADAS DE N-((4', 3' o 2')-TRIFLUOROMETILBIFENIL-2-IL)-AMIDA DE ACIDO 3-DIFLUOROMETIL-1-METIL-1H-PIRAZOL-4-CARBOXILICO o DE ACIDO 5-CLORO-1,3-DIMETIL-1H-PIRAZOL-4-CARBOXILICO o DE ACIDO 1,3-DIMETIL-1H-PIRAZOL-4-CARBOXILICO o DE ACIDO 3-FLUOROMETIL-1-METIL-1H-PIRAZOL-4-CARBOXILICO o DE ACIDO 3-CLORODIFLUOROMETIL-1-METIL-1H-PIRAZOL-4-CARBOXILICO o DE ACIDO 3-CLOROFLUOROMETIL-1-METIL-1H-PIRAZOL-4-CARBOXILICO. AGENTES PARA COMBATIR HONGOS NOCIVOS FITOPATOGENOS CONTIENEN UNA CANTIDAD APTA COMO FUNGICIDA DE POR LO MENOS EL COMPUESTO DE FORMULA (I), Y UN ADITIVO INERTE. UN SIMIENTE CONTIENE DE 1 A 1000 g DEL COMPUESTO DE FORMULA (I) POR CADA 100 Kg DE SIMIENTE

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