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    • 84. 发明专利
    • DE50209496D1
    • 2007-03-29
    • DE50209496
    • 2002-07-03
    • BASF AG
    • MUELLER BERNDSAUTER HUBERTGEWEHR MARKUSGRAMMENOS WASSILIOSTORMO I BLASCO JORDIGROTE THOMASGYPSER ANDREASRHEINHEIMER JOACHIMROSE INGOSCHAEFER PETERSCHIEWECK FRANKRACK MICHAELLORENZ GISELASTRATHMANN SIEGFRIEDAMMERMANN EBERHARDSTIERL REINHARD
    • C07D487/04A01N43/90
    • 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.
    • 85. 发明专利
    • New 2-substituted pyrimidine derivatives, useful for controlling phytopathogenic fungi and for controlling animal pests in agriculture
    • DE102005046592A1
    • 2007-03-29
    • DE102005046592
    • 2005-09-28
    • BASF AG
    • RHEINHEIMER JOACHIMGROTE THOMASMUELLER BERNDLOHMANN JAN KLAASGRAMMENOS WASSILIOSHUENGER UDOSCHIEWECK FRANKULMSCHNEIDER SARAHDIETZ JOCHENRENNER JENSSPEAKMAN JOHN-BRYANSCHERER MARIASTRATHMANN SIEGFRIEDSTIERL REINHARD
    • C07D413/04A01N43/54A01N43/72A01N43/80C07D239/42C07D413/14
    • 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.