3-(PYRIDIN-2-YL)-[1,2,4]-TRIAZINES FOR USE AS FUNGICIDES

    公开(公告)号:CA2648496A1

    公开(公告)日:2007-10-18

    申请号:CA2648496

    申请日:2007-04-11

    Applicant: BASF AG

    Abstract: The invention relates to 3-(pyridin-2-yl)-[1,2,4]-triazines of formula (I) a nd their use in the control of parasitic fungi and to herbicides that contain said compounds as an effective ingredient thereof. In formula (I), R1, R2 independently represent OH, halogen, NO2, NH2, C1-C8 alkyl, C1-C8 alkoxy, C1 - C8 halogenalkyl, C1-C8 halogenalkoxy, C1-C8 alkylamino or di(C1-C8 alkyl)amino, or they form, together with the C atoms to which they are bound , a saturated five-, six- or seven-membered carbocycle or heterocycle, which, in addition to the carbon ring members, has one or two heteroatoms selected fro m oxygen or sulfur as the ring members, the carbocycle and the heterocycle bei ng unsubstituted or having 1, 2, 3 or 4 C1-C4 alkyl groups as the substituents; R3 represents hydrogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C1-C4 halogenalkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkylmethyl, or halogen; R4 represents hydrogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C1-C4 halogenalkoxy or halogen; R5 represents C1-C8 alkyl, C1-C8 halogenalkyl, C1- C8 alkoxy, C1-C8 halogenalkoxy, C3-C8 cycloalkyl, C3-C8 cycloalkyloxy, five- or six-membered heteroaryl, phenyl, phenoxy, benzyl, benzyloxy, five- or six- membered heteroarylmethyl or five- or six-membered heteroaryloxy, said cycli c groups being unsubstituted or having 1, 2, 3, 4 or 5 groups Ra.

    Use of new or known imidazopyrimidine derivatives control phytopathogenic fungi

    公开(公告)号:DE102007012627A1

    公开(公告)日:2007-10-04

    申请号:DE102007012627

    申请日:2007-03-16

    Applicant: BASF AG

    Abstract: Imidazopyrimidine derivatives (I) are used to control phytopathogenic fungi. Imidazopyrimidine derivatives of formula (I) are used to control phytopathogenic fungi. R1>, R2>H, CN, NO2, 1-8C (halo)alkyl, 1-8C hydroxyalkyl, (1-4C)alkoxy(1-8C)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 1-8C (halo)alkoxy, 3-8C (halo)cycloalkyl, SR, SOR, SO2R, CHO, CSNH2, 1-8C alkylcarbonyl, 1-8C alkoxycarbonyl, 1-8C alkylcarbamoyl, 1-8C alkoximinocarbonyl, (1-8C)alkoximino(1-8C)alkyl, hydroximino(1-8C)alkyl, CRcRdORe or C(Rf)=NRg, optionally substituted; Rc, Rd, Re : H, R, 3-8C cycloalkyl, (1-8C)alkoxy(1-8C)alkyl, 2-8C alkenyl, 2-8C alkynyl, benzyl; Rd+Re : 1-5C alkylenedioxy optionally substituted with 1-2 of Me, Et, OH, OMe, OEt, CH2OH, CH2OMe, CH2OEt; Rf : H or R; Rg : R, 3-8C cycloalkyl, or optionally substituted phenyl or phenylamino; R : 1-8C alkyl; X : H, halo, OH, CN, NAA', 1-8C (halo)alkoxy,SR, SOR, SO2R, 1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, cyano(1-4C)alkyl or (1-4C)alkoxy(1-4C)alkyl; Y' : optionally substituted 5- to 10-membered heterocyclyl or optionally substituted phenyl; Z' : 1-10C (halo)alkyl, 2-10C (halo)alkenyl, 2-10C (halo)alkynyl, 3-10C (halo)cycloalkyl, 3-10C (halo)cycloalkenyl, (halo)phenyl, (halo)napthyl or 5- to 10-membered heterocyclyl, optionally substituted. Full definitions are given in the Definitions Field (Full Definitions). Independent claims are also included for: (1) compounds (I) in which Y and Z are not both optionally substituted phenyl, excluding 7-chloro-5-cycloheptyl-6-(2,4,6-trifluorophenyl)-imidazo[1,2-a]pyrimidine, 3-(4-(7-chloro-5-cycloheptyl-imidazo[1,2-a]pyrimidin-6-yl)-3,5-difluorophenoxy)-N,N-dimethyl-1-propanamine and N-(3-(4-(7-chloro-5-cyclohexyl-imidazo[1,2-a]pyrimidin-6-yl)-3,5-difluorophenoxy)propyl)-N,N-dimethylamine; (2) two processes for preparing (I); (3) imidazopyrimidine derivatives of formula (VI) and their hydrolysis products. X" : H or 1-7C alkyl; R : 1-4C alkyl. [Image] [Image] ACTIVITY : Plant antifungal. No biological data given. MECHANISM OF ACTION : None given.

    MEZCLAS FUNGICIDAS QUE CONTIENEN ANILIDAS SUSTITUIDAS DE ACIDO 1-METILPIRAZOL-4-IL-CARBOXILICO

    公开(公告)号:PE20070677A1

    公开(公告)日:2007-07-06

    申请号:PE2006000947

    申请日:2006-08-04

    Applicant: BASF AG

    Abstract: QUE COMPRENDEN: A)AL MENOS UNA ANILIDA DE ACIDO 1-METILPIRAZOL-4-IL-CARBOXILICO DE FORMULA (I) DONDE: X ES O; R1 ES ALQUILO C1-C4 o HALOGENALQUILO C1-C4; R2 ES H o HALOGENO; R3, R4 Y R5 SON CIANO, NITRO, HALOGENO, ALQUILO C1-C4, HALOGENALQUILO C1-C4, ALCOXI C1-C4, HALOGENALCOXI C1-C4 o ALQUIL C1-C4-TIO; Y, B)AL MENOS UN PRINCIPIO ACTIVO (II) TAL COMO: a)AZOLES COMO BITERTANOL, BROMUCONAZOL, CIPROCONAZOL, DIFENOCONAZOL, DINICONAZOL, ENILCONAZOL, EPOXICONAZOL, FLUQUINCONAZOL, FENBUCONAZOL, FLUSILAZOL, ETABOXAM E HIMEXAZOL, ENTRE OTROS; b)ESTROBILURINAS COMO AZOXISTROBINA, DIMOXISTROBINA, ENESTROBURINA, CRESOXIM-METILO Y ESTER METILICO DEL ACIDO 2-(ORTO-(2,5-DIMETIL-FENIL-OXIMETILEN)-FENIL)-3-METOXI-ACRILICO; c)AMIDAS DE ACIDO CARBOXILICO COMO CARBOXINA, BENALAXILO, BOSCALIDA, FLUTOLANILO, OFURACE, PENTIOPIRAD, TIADINILO Y FLUOPICOLIDA, ENTRE OTROS; d)COMPUESTOS HETEROCICLICOS COMO FLUAZINAM, PIRIFENOX, BUPIRIMAT, FENARIMOL, ALDIMORF, DODEMORF, VINCLOZOLINA Y PROBENAZOL, ENTRE OTROS; e)CARBAMATOS COMO MANCOZEB, MANEB, FERBAM, ZINEB, ZIRAM, IPROVALICARB Y PROPAMOCARB, ENTRE OTROS; Y, f)OTROS FUNGICIDAS COMO GUANIDINA, DODINA, IMINOCTADINA, GUAZATINA, CASUGAMICINA, ESTREPTOMICINA, POLIOXINA, VALIDAMICINA, BINAPACRILO, DINOCAP, DINOBUTINA, DITIANONA, ISOPROTIOLANO, SALES DE FENTINA, EDIFENFOS, IPROBENFOS, FOSETILO, ACIDO FOSFOROSO, PIRAZOFOS, TOLCLOFOS-METILO, CLOROTALONILO, DICLOFLUANIDA, FLUSULFAMIDA, HEXACLOROBENCENO, FTALIDA, TIOFANATO-METILO, ETIRIMOL Y ENTRE OTROS

    MEZCLAS FUNGICIDAS QUE CONTIENEN ANILIDAS SUSTITUIDAS DE ACIDO 1-METILPIRAZOL-4-IL-CARBOXILICO

    公开(公告)号:PE06772007A1

    公开(公告)日:2007-07-06

    申请号:PE0009472006

    申请日:2006-08-04

    Applicant: BASF AG

    Abstract: QUE COMPRENDEN: A)AL MENOS UNA ANILIDA DE ACIDO 1-METILPIRAZOL-4-IL-CARBOXILICO DE FORMULA (I) DONDE: X ES O; R1 ES ALQUILO C1-C4 o HALOGENALQUILO C1-C4; R2 ES H o HALOGENO; R3, R4 Y R5 SON CIANO, NITRO, HALOGENO, ALQUILO C1-C4, HALOGENALQUILO C1-C4, ALCOXI C1-C4, HALOGENALCOXI C1-C4 o ALQUIL C1-C4-TIO; Y, B)AL MENOS UN PRINCIPIO ACTIVO (II) TAL COMO: a)AZOLES COMO BITERTANOL, BROMUCONAZOL, CIPROCONAZOL, DIFENOCONAZOL, DINICONAZOL, ENILCONAZOL, EPOXICONAZOL, FLUQUINCONAZOL, FENBUCONAZOL, FLUSILAZOL, ETABOXAM E HIMEXAZOL, ENTRE OTROS; b)ESTROBILURINAS COMO AZOXISTROBINA, DIMOXISTROBINA, ENESTROBURINA, CRESOXIM-METILO Y ESTER METILICO DEL ACIDO 2-(ORTO-(2,5-DIMETIL-FENIL-OXIMETILEN)-FENIL)-3-METOXI-ACRILICO; c)AMIDAS DE ACIDO CARBOXILICO COMO CARBOXINA, BENALAXILO, BOSCALIDA, FLUTOLANILO, OFURACE, PENTIOPIRAD, TIADINILO Y FLUOPICOLIDA, ENTRE OTROS; d)COMPUESTOS HETEROCICLICOS COMO FLUAZINAM, PIRIFENOX, BUPIRIMAT, FENARIMOL, ALDIMORF, DODEMORF, VINCLOZOLINA Y PROBENAZOL, ENTRE OTROS; e)CARBAMATOS COMO MANCOZEB, MANEB, FERBAM, ZINEB, ZIRAM, IPROVALICARB Y PROPAMOCARB, ENTRE OTROS; Y, f)OTROS FUNGICIDAS COMO GUANIDINA, DODINA, IMINOCTADINA, GUAZATINA, CASUGAMICINA, ESTREPTOMICINA, POLIOXINA, VALIDAMICINA, BINAPACRILO, DINOCAP, DINOBUTINA, DITIANONA, ISOPROTIOLANO, SALES DE FENTINA, EDIFENFOS, IPROBENFOS, FOSETILO, ACIDO FOSFOROSO, PIRAZOFOS, TOLCLOFOS-METILO, CLOROTALONILO, DICLOFLUANIDA, FLUSULFAMIDA, HEXACLOROBENCENO, FTALIDA, TIOFANATO-METILO, ETIRIMOL Y ENTRE OTROS

    New amino-pyridinoazine derivatives, useful as fungicides for protection of plants and materials, also new intermediates in their synthesis

    公开(公告)号:DE102005051514A1

    公开(公告)日:2007-05-03

    申请号:DE102005051514

    申请日:2005-10-26

    Applicant: BASF AG

    Abstract: Amino-substituted pyridinoazines (I) are new. Amino-substituted pyridinoazines of formula (I) are new. R1>1-14C alkyl, 1-12C alkoxy(1-12C)alkyl, 1-6C alkoxy(2-12C)-alkenyl or -alkynyl, 5-8C cycloalkyl, phenyl, phenyl(1-4C)alkyl, 2-12C alkenyl or alkynyl, where the carbon chain may be substituted by 1-3, same or different, Ra> and/or Rb>; Ra>halo, cyano, nitro, hydroxy, 1-6C alkylthio, 3-12C alkenyloxy or alkynyloxy, NR11>R12>, or phenyl or 3-6C cycloalkyl optionally substituted by 1-4, same or different, Rb>, and carbon chains in Ra> may themselves be halogenated; Rb>halo, cyano, hydroxy, mercapto, 1-6C (halo)alkyl, 3-8C cycloalkyl, 2-10C alkenyl or alkynyl, 1-6C alkoxy or alkylthio, 1-6C alkoxy(1-6C)alkyl or NR11>R12>; R11> and R12>hydrogen or 1-6C alkyl; R2>1-12C alkyl, or 2-12C alkenyl or alkynyl, optionally substituted by 1-3 Rc>; Rc>cyano, nitro, hydroxy, NR11>R12> or 3-6C cycloalkyl (optionally substituted by 1-4 of, same or different, 1-4C alkyl, halo, cyano, nitro, hydroxy, 1-6C alkoxy or alkylthio, 3-6C alkenyloxy or alkynyloxy, or NR11>R12>; W1 and X1, W1 and Y1, W1 and Z1, X1 and Y1, X1 and Z1, or Y1 and Z1 each : N and the others CR3>, or W1, Z1 and one of X1 and Y1 = N and the other CR3>; each R3>hydrogen, halo, or 1-4C alkyl or alkoxy . Independent claims are included for the following: (1) several methods for preparing (I); (2) intermediates of formulae (V), (VI), (VII) and (IX); and (3) seeds treated with (I) at 1-1000 g per 100 kg. in (VI) and (VII) X on the pyrido ring : halo; R22>hydrogen or 1-11C alkyl; R : 1-4C alkyl . [Image] [Image] ACTIVITY : Plant Antifungal. No details of tests for antifungal activity are given. MECHANISM OF ACTION : None given.

    N-[2-[HALOALCOXI)FENIL]HETEROARILCARBOXAMIDAS FUNGICIDAS

    公开(公告)号:PE20070351A1

    公开(公告)日:2007-04-20

    申请号:PE2006000956

    申请日:2006-08-07

    Applicant: BASF AG

    Abstract: SE REFIERE A UN COMPUESTO DERIVADO DE N-[2-(HALOALCOXI)FENIL]HETEROARILCARBOXAMIDA DE FORMULA (I) DONDE n ES 0-1; Hal ES HALOGENO; X ES HALOALQUILO C2-C4; Het ES PIRAZOL, TIAZOL O PIRIDINA DE FORMULA (a), (b) O (c), DONDE R1 ES ALQUILO C1-C4, HALOALQUILO C1-C4; R2 ES H, HALOGENO; R3 ES ALQUILO C1-C4, HALOALQUILO C1-C4; R4 ES HALOGENO, ALQUILO C1-C4, HALOALQUILO C1-C4. SON COMPUESTOS PREFERIDOS: N-[2-(1,1,2,2-TETRAFLUOROETOXI)FENIL]-3-DIFLUOROMETIL-1-METILPIRAZO-4-LILCARBOXAMIDA; N-[2-(1,1,2,2-TETRAFLUOROETOXI)FENIL]-1,3-DIMETIL-5-FLUOROPIRAZO-4-LILCARBOXAMIDA; N-[2-(1,1,2,2-TETRAFLUOROETOXI)FENIL]-3-DIFLUOROMETIL-5-FLUORO-1-METILPIRAZO-4-LILCARBOXAMIDA; ENTRE OTROS. SE REFIERE TAMBIEN A UNA COMPOSICION FARMACEUTICA. DICHOS COMPUESTOS TIENEN ACTIVIDAD FUNGICIDA CONTRA HONGOS FITOPATOGENOS DE LAS CLASES DE ASCOMICETOS, BASIDIOMICETOS, DEUTEROMICETOS Y PERONOSPOROMICETOS DE PLANTAS COMO TRIGO, CENTENO, CEBADA, AVENA, ARROZ, MAIZ, ENTRE OTROS

    5-ALCOXIALQUIL-6-ALQUIL-7-AMINO-AZOLOPIRIMIDINAS Y PROCEDIMIENTO PARA SU OBTENCION

    公开(公告)号:PE20061024A1

    公开(公告)日:2006-11-28

    申请号:PE2006000180

    申请日:2006-02-15

    Applicant: BASF AG

    Abstract: DE FORMULA (I) DONDE: R1 ES C1-C12-ALQUILO, C3-C6-CICLOALQUILO, C2-C12-ALQUENILO, C2-C12-ALQUINILO, C2-C12-ALCOXIALQUILO, C2-C12-CIANOALQUILO y C8-C19-BENCILOXIALQUILO, PUDIENDO LOS GRUPOS EN LA PARTE ALIFATICA O AROMATICA SER O NO SUSTITUIDOS O ESTAR SUSTITUIDOS POR UNO A TRES GRUPOS Ra, SIENDO Ra UN HALOGENO, CIANO, NITRO, HIDROXI, C3-C6-CICLOALQUILO, C1-C6-ALCOXI, C1-C6-ALQUILTIO y NRARB (RA y RB SON H y C1-C6-ALQUILO); R2 ES C1-C12-ALCOXI-C1-C12-ALQUILO, FENOXI-C1-C12-ALQUILO, C1-C12-ALQUILTIO-C1-C12-ALQUILO y FENILTIO-C1-C12-ALQUILO, EN CUYOS GRUPOS LAS CADENAS DE CARBONO PUEDEN ESTAR SUSTITUIDAS POR UNO A TRES GRUPOS Ra Y LOS ANILLOS FENILO PUEDEN ESTAR SUSTITUIDOS POR UNO A CINCO SUSTITUYENTES C1-C6-ALQUILO O UN GRUPO Ra; R3 ES H Y C1-C6-ALQUILO; y A ES N y C-RA. EN EL PROCEDIMIENTO DE OBTENCION SE TRANSFORMAN B-CETO ESTERES DE FORMULA (II), DONDE R ES C1-C4-ALQUILO, CON 3-AMINO-1,2,4-TRIAZOL O PIRAZOL DE FORMULA (III) EN 7-HIDROXIAZOLOPIRIMIDINAS DE FORMULA (IV) Y SE HALOGENAN ESTOS EN COMPUESTOS DE FORMULA (V), DONDE Hal ES Cl o Br, Y SE TRANSFORMA (V) CON AMONIACO. EL COMPUESTO DE FORMULA (I) ES UTIL PARA COMBATIR HONGOS NOCIVOS FITOPATOGENOS

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