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    • 53. 发明专利
    • 2-ethyl-4,6-dimethyl-phenyl-substituted tetramic acid derivatives as pest control agents and/or herbicides
    • AU2004290516B2
    • 2010-03-04
    • AU2004290516
    • 2004-11-09
    • BAYER CROPSCIENCE AG
    • AULER THOMASMALSAM OLGALEHR STEFANLOSEL PETERHILLS MARTIN JEFFREYROSINGER CHRISTOPHER HUGHFISCHER REINERBOJACK GUIDOFEUCHT DIETERKEHNE HEINZ
    • A01N43/36A01N43/90A01N47/06C07C233/47C07D207/38C07D471/04C07D487/04C07D495/04
    • Pyrrolin-2-one derivatives (I) are new. Pyrrolin-2-one derivatives of formula (I) are new. [Image] G : H, COR 1>, C(L)MR 2>, SO 2R 3>, P(L)R 4>R 5>, E or C(L)NR 6>R 7>; E : metal or ammonium; L, M : O or S; R 1>alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl, all optionally substituted; cycloalkyl or heterocyclyl, both optionally substituted with halo, alkyl or alkoxy; or phenyl, phenylalkyl, phenylalkenyl or heteroaryl, each optionally substituted; R 2>alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl, all optionally substituted with halo; or cycloalkyl, phenyl or benzyl, all optionally substituted; R 3>-R 5>alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio or cycloalkylthio, all optionally substituted with halo; or phenyl, benzyl, phenoxy or phenylthio, all optionally substituted; R 6>, R 7>H; alkyl, cycloalkyl, alenyl, alkoxy or alkoxyalkyl, all optionally substituted with halo; or phenyl or benzyl, both optionally substituted; or NR 6>R 7> = an optionally substituted ring optionally containing O or S; A : H; alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl, all optionally substituted with halo; or optionally substituted cycloalkyl; or forms a ring R with D B : H, alkyl or alkoxyalkyl; D : H; or alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or cycloalkyl, all optionally substituted; or forms a ring R with A; R : an optionally substituted carbo- or heterocyclic ring; provided that when G : H, then A and B are H or alkyl and D is not H. Independent claims are also included for: (1) eight processes for preparing (I); (2) composition comprising a compound of formula (I) and a safener; (3) phenylacetamide derivatives of formula (II) and (XVI); (4) producing 2-ethyl-4,6-dimethylphenylacetic acid by reacting 2-ethyl-4,6-dimethylbromobenzene with t-butyl acetate, optionally in the presence of a base, a phosphine ligand, a palladium compound and a diluent, and reacting the product with an acid. [Image] [Image] D : a group as defined above other than H; R 8>alkyl. ACTIVITY : Herbicide; Insecticide; Acaricide; Nematocide. In a post-emergence test, application of ethyl 2,5-dihydro-2,2-dimethyl-4-(2-ethyl-4,6-dimethylphenyl)-5-oxo-1H-pyrrol-3-yl carbonate at a rate of 320 g/ha gave 100% control of Lolium and 90% control of Avena sativa and Setaria. MECHANISM OF ACTION : None given.
    • 54. 发明专利
    • Cycloalkylphenyl substituted cyclic ketoenols
    • ZA200807013B
    • 2009-12-30
    • ZA200807013
    • 2008-08-14
    • BAYER CROPSCIENCE AG
    • FISCHER REINERBRETSCHNEIDER THOMASLEHR STEFANFEUCHT DIETERFRANKEN EVA-MARIAMALSAM OLGAANGERMANN ALFREDBOJACK GUIDOARNOLD CHRISTIANHILLS MARTIN JEFFREYKEHNE HEINZROSINGER CHRISTOPHER HUGH
    • A01N20100101C07C20100101C07D20100101
    • Cyclic keto enol derivatives (I) are new. Cyclic keto enol derivatives of formula (I) are new. In (I): J = optionally substituted (OS) (hetero)cycloalkyl; X, Y' = H, alkyl, halo, haloalkyl, alkoxy or haloalkoxy; m = 1-3; CKE = a cyclic keto enol group of formula (1)-(10). A = e.g. H; alkyl, alkenyl or alkoxyalkyl; B' = e.g. H, alkyl or alkoxyalkyl; or D' = H or OS alkyl, alkenyl or alkynyl; Q 1> = e.g. H, alkyl or alkoxyalkyl; Q 2>, Q 4>, Q 5>, Q 6> = H or alkyl; Q 3> = e.g. H, alkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl or phenyl; G = e.g. H, COR 1> or E; E = a metal ion or ammonium; R 1> = e.g. alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl. Provided that at least 1 of J, X or Y' = is in the 2-position of the phenyl moiety and is not H. Full definitions are given in the Definitions field. Independent claims are also included for: (1) a process for preparing (I); (2) composition comprising at least one compound (I) and at least one safener comprising a compound for formula (IIa-e), or one of 57 specific compounds listed in the specification; and (3) starting materials and intermediates of formulae (II), (III), (IV), (VI), (VIII), (IX), (XII), (XIII), (XIV), (XXVIII), (XXVII), (XXXII), (XXXIV), (XXXVI), (XI), (XXXVII), (XXXVIII), (XLI), (XLII) and (LXVI). In the safeners (IIa-e): m = 0-5; A 1> = a group of formula (a)-(d); n = 0-5; A 2> = OS 1-2C alkanediyl; R 14>, R 15> = e.g. OH or SH; R 16> = OS 1-4C alkyl; R 17>, R 18> = e.g. H or OS 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl; R 19> = e.g. H, CN or halo; R 20> = e.g. H or OS 1-6C alkyl; R 21> = e.g. H, CN or halo; X 1> = e.g. nitro, CN or halo; X 2>, X 3> = H or as for X 1>; t = 0-5; v = 0-5 (sic); R 22>, R 23> = H or 1-4C alkyl R 24> = e.g. H or OS 1-6C alkyl or 1-6C alkoxy; R 25> = e.g. H or OS 1-4C alkyl; R 26> = as for R 25>; or OS phenyl; and X 4>, X 5> = e.g. nitro, CN or COOH. Full definitions are included in the Definitions field. In the claimed starting materials and intermediates: Ar = phenyl substituted with X, Y' and (J) m; R 8> = alkyl; Ar' = phenyl optionally monosubstituted with halo, alkyl or alkoxy; Hal = halo; Z = a leaving group; U' = OR 8>, V'=H, halo, alkyl or alkoxy; and all other groups are as listed for (I). [Image] [Image] [Image] [Image] [Image] [Image] [Image] [Image] [Image] [Image] [Image] ACTIVITY : Herbicide; Insecticide; Arachnicide; Molluscicide; Anthelmintic; Protozoacide; Nematocide. In a post-emergence test, 3-(4-cyclopropyl-2-ethyl-6-methyl-phenyl)-8-methoxy-2-oxo-1-aza-spiro[4.5]dec-3-en-4-yl carbonate ethyl ester gave at least 90% control of Lolium multiflorum and Setaria viridis at an application rate of 320 g/ha. MECHANISM OF ACTION : None given.
    • 57. 发明专利
    • BRPI0515722A
    • 2008-08-05
    • BRPI0515722
    • 2005-10-21
    • BAYER CROPSCIENCE AG
    • FISCHER REINERLEHR STEFANFEUCHT DIETERMALSAM OLGABOJACK GUIDOARNOLD CHRISTIANAULER THOMASHILLS MARTIN JEFFREYKEHNE HEINZROSINGER CHRISDREWES MARK WILHELM
    • C07D491/10A01N43/38A01N43/74C07C53/134C07C53/44C07C69/614C07C233/81C07C255/17C07D207/36C07D207/40C07D495/10
    • 2-Alkoxy-2,6-dialkylphenyl-substituted tetramic acid derivatives (I) are new. Also new are phenylacetamide and phenylacetic acid derivative intermediates (II) and (XIX). Tetramic acid derivatives of formula (I) are new. X : alkoxy; Y : alkyl; Z' : 2-6C alkyl; A : H, 2-8C alkyl, haloalkyl or cycloalkyl if G = H; A : H; alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl (all optionally substituted (os) by halo); os, optionally unsaturated cycloalkyl (optionally having ring atom(s) replaced by heteroatom(s)); or aryl, aralkyl or heteroaryl (all os by halo, alkyl, haloalkyl, alkoxy, haloalkoxy, CN or NO 2); B : H, alkyl or alkoxyalkyl; or A + B = group completing a 4-8C ring (optionally containing heteroatom(s) and os by alkyl, alkoxy or haloalkyl); D : H; or alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl (optionally containing heteroatom(s) and optionally unsaturated), aralkyl, aryl, heteroaralkyl or heteroaryl (all os); or A + D : group completing an os, saturated or unsaturated ring, optionally containing heteroatom(s); G : H, COR 1>, C(L)MR 2>, SO 2R 3>, P(L)R 4>R 5>, E or C(L)NR 6>R 7>; E : an equivalent of a metal or ammonium ion; L, M : O or S; R 1>alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl (all os); cycloalkyl or heterocyclyl (both os by halo, alkyl or alkoxy); or phenyl, phenylalkyl, phenylalkenyl or heteroaryl (all os); R 2>alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl (all os by halo); or cycloalkyl, phenyl or benzyl (all os); R 3> - R 5>alkyl, alkoxy, mono- or dialkylamino, alkylthio, alkenylthio or cycloalkylthio (all os by halo); or phenyl, benzyl, phenoxy or phenylthio (all os); R 6>, R 7>H; alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl (all os by halo); or phenyl or benzyl (both os); or NR 6>R 7>os ring (optionally containing O or S). Independent claims are included for: (A) the preparation of (I); (B) new phenylacetamide and phenylacetic acid derivative intermediates of formulae (II) and (XIX); and (C) compositions containing an active agent combination of (I) with at least one safener selected from about 60 specific compounds (e.g. benoxacor, cloquintocet-mexyl, cumyluron, dymron, dicamba, fenclorim, fenchlorazole ethyl, furilazole, isoxadifen-ethyl, lactidichlor, mefenpyr-diethyl, oxabetrinil, 4-(4-chlorophenoxy)-butyric acid, diallyl 5-chloroquinoxaline-8-oxyacetate or N-(2-methoxy-5-methylbenzoyl)-4-(cyclopropyl-aminocarbonyl)-benzenesulfonamide), related compounds from 13 patent references and four general classes of azole, quinoline, alkanamide or N-(phenylsulfonyl)-benzamide compounds. R 8>H or alkyl. [Image] [Image] [Image] ACTIVITY : Herbicide; Insecticide, Acaricide; Nematocide; Antiparasitic; Antifouling; Fungicide; Antibacterial. In post-emergence herbicidal tests, 4-hydroxy-3-(2-methoxy-4-methyl-6-ethylphenyl)-1,5-(trimethylene)-2-oxo-2,5-dihydropyrrole (Ia) at an application rate of 320 g/ha had 100% herbicidal activity against Echinochloa, Lolium and Setaria. MECHANISM OF ACTION : None given.
    • 58. 发明专利
    • DE502004003879D1
    • 2007-07-05
    • DE502004003879
    • 2004-01-07
    • BAYER CROPSCIENCE AG
    • FEUCHT DIETERFISCHER REINERLEHR STEFANBOJACK GUIDOAULER THOMASHILLS MARTINROSINGER CHRISWILLMS LOTHARZIEMER FRANK
    • A01N43/90A01N43/38
    • Herbicidal composition contains an active agent combination comprising: (A) at least one cyclic ketoenol derivative (I), and (B) (B) at least one safener selected from about 60 specific compounds (e.g. cloquintocet-mexyl) and four general classes of azole, quinoline, alkanamide or N-(phenylsulfonyl)-benzamide compounds (IIa)-(IId). Herbicidal composition contains an active agent combination comprising: (a) at least one cyclic ketoenol derivative of formula (I) (including all isomeric forms); and (b) (B) at least one safener selected from 4-dichloroacetyl-1-oxa-4-aza-spiro-(4,5)-decane, dicyclonon, benoxacor, cloquintocet mexyl, cumyluron, cyometrinil, 2,4-D, 2,4-DB, dymron, dicamba, dimepiperate, 2,2-dichloro-N-(2-oxo-2-(2-propenylamino)-ethyl)-N-(2-propenyl)-acetamide, dichlormid, fenclorim, fenchlorazole-ethyl, flurazole, fluxofenim, furilazole, isoxadifen-ethyl, lactidiclor, 4-chloro-2-methylphenoxy) acetic acid, mecoprop, mefenpyr-diethyl, 2-dichloromethyl-2-methyl-1,3-dioxolan, 1,8-naphthalic anhydride, oxabetrinil, 2,2-dichloro-N-(1,3-dioxolan-2-yl-methyl)-N-(2-propenyl)-acetamide, 3-dichloroacetyl-2,2-dimethyl-oxazolidine, 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine, 4-(4-chloro-o-tolyl)-butyric acid, 4-(4-chloro-phenoxy)-butyric acid, diphenylmethoxyacetic acid (or its methyl or ethyl ester), ethyl 1-(2,4-dichlorophenyl)-5-(methyl, isopropyl, 1,1-dimethylethyl or phenyl)-1H-pyrazole-3-carboxylate, ethyl 5-(2,4-dichlorobenzyl or phenyl)-2-isoxazolidine-3-carboxylate, ethyl 5-(4-fluorophenyl)-5-phenyl-2-isoxazolidine-3-carboxylate, 5-chloro-quinolin-8-oxyacetic acid 1,3-dimethyl-1-butyl, 4-allyloxybutyl, 1-allyloxy-2-propyl, methyl, ethyl, allyl or 2-oxo-1-propyl ester, 5-chloro-quinolin-8-oxymalonic acid diethyl or diallyl ester, 4-carboxychroman-4-yl-acetic acid, 4-chlorophenoxyacetic acid, 3,3'-dimethyl-4-methoxybenzophenone, 1-bromo-4-chloromethylsulfonyl-benzene, 1-(4-(N-2-methoxybenzoylsulfamoyl)-phenyl)-3-methylurea, 1-(4-(N-2-methoxybenzoylsulfamoyl)-phenyl)-3,3-dimethylurea, 1-(4-(N-4,5-dimethylbenzoylsulfamoyl)-phenyl)-3-methylurea, 1-(4-(N-naphthylsulfamoyl)-phenyl)-3,3-dimethylurea, N-(2-methoxy-5-methylbenzoyl)-4-(cyclopropylaminocarbonyl)-benzenesulfonamide, azole derivatives of formula (IIa), quinoline derivatives of formula (IIb), alkanamides of formula R10-CO-NR11R12 (IIc) and N-(phenylsulfonyl)-benzamide compounds of formula (IId). W = H, halo, alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, haloalkyl, haloalkoxy, haloalkenyloxy, NO2 or CN; X = halo, alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, haloalkoxy, haloalkenyloxy, NO2 or CN; Y = H, halo, alkyl, haloalkyl, haloalkoxy, NO2, CN, optionally substituted (os) phenyl or os heteroaryl; V = C(A)(B')-N(D), C(A)(B')-O, C(A)(B')-S, N(A)-N(D), C(A)(B)-C(Q1)(Q2) or C(A)(B')-C(Q3)(Q4)-C(Q5)(Q6); A = H, alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl (all os by halo), optionally unsaturated cycloalkyl (os and optionally having at least one ring atom replaced by a heteroatom), or aryl, aralkyl or heteroaryl (all os by halo, alkyl, haloalkyl, alkoxy, haloalkoxy, CN or NO2); B' = H, alkyl or alkoxyalkyl, or C(A)(B') = saturated or unsaturated ring (os and optionally containing heteroatom(s)); D = H, or alkyl, alkenyl, alkynyl, optionally unsaturated cycloalkyl (optionally having at least one ring atom replaced by a heteroatom), aryl, aralkyl, heteroaryl or heteroaralkyl (all os), or A + D = a group completing an os, saturated or unsaturated ring (optionally containing heteroatom(s)); Q1, Q2, Q4-Q6 = H or alkyl, or A + Q1 = alkanediyl or alkenediyl (both os by OH or (all os) alkyl, alkoxy, alkylthio, cycloalkyl, benzyloxy or aryl); Q3 = H, alkyl, alkoxyalkyl, alkylthioalkyl, os cycloalkyl (optionally having at least one CH2 replaced by O or S) or os phenyl. or CQ3Q4 = optionally unsaturated, os ring, optionally containing a heteroatom; G = halo or NO2; A1 = a group of formula (i)-(iv); A2 = 1-2C alkanediyl (os by T and/or COOT); R8, R9 = OH, SH, NH2, OU, SU, NHU or NU2; R10 = T (os by F,
    • 59. 发明专利
    • New spiro-cyclopentyl-pyrrole or -furan derivatives, useful as pesticides, herbicides and fungicides, also new intermediates
    • DE102005059891A1
    • 2007-06-28
    • DE102005059891
    • 2005-12-15
    • BAYER CROPSCIENCE AG
    • FISCHER REINERLEHR STEFANFEUCHT DIETERFRANKEN EVA-MARIAMALSAM OLGABOJACK GUIDOARNOLD CHRISTIANHILLS MARTIN JEFFREYKEHNE HEINZROSINGER CHRISTOPHER HUGH
    • C07D209/54A01N43/12A01N43/38C07C233/45C07D307/94
    • Spiro-cyclopentyl-pyrrole or -furan derivatives (I) are new. Spiro-cyclopentyl-pyrrole or -furan derivatives of formula (I) are new. W' : H, (halo)alkyl, alkenyl, alkynyl, halo, (halo)alkoxy or cyano; X' : halo, (halo)alkyl, alkenyl, alkynyl, (alkoxy)alkoxy, haloalkoxy or cyano; Y' : as W' or optionally substituted phenyl or heteroaryl; Z' : H, halo, (halo)alkyl, (halo)alkoxy or cyano; A : optionally substituted alkanediyl or cycloalkyl, optionally substituted and/or optionally interrupted by a heteroatom; B' : H, alkyl, alkenyl, (alkoxy)alkoxy, phenyl or heteroaryl (all optionally substituted) or cycloalkyl, optionally substituted and/or interrupted by heteroatoms and/or CO; or A = bond and B = H; D' : NH or O; Q 1>H, alkyl, alkoxy, alkoxyalkyl or alkylthioalkyl (all optionally substituted), cycloalkyl (optionally substituted and optionally having one CH 2 replaced by heteroatom), or phenyl, heteroaryl, phenalkyl or heteroarylalkyl (all optionally substituted); Q 2>H or alkyl, or Q 1> and Q 2> together form an optionally substituted 3-6C ring, optionally interrupted by a heteroatom; G : H, -COR 1>, -CL-MR 2>, -SO 2R 3>, -P(=L)R 4>R 5>, E or -C(=L)-NR 6>R 7>; E : metal or ammonium ion; L and M : O or S; R 1>(alkoxy)alkyl, alkenyl, alkylthioalkyl or polyalkoxyalkyl (all optionally substituted by halo or cyano), cycloalkyl or heterocyclyl (both optionally substituted by halo, alkyl or alkoxy) or phenyl, phenalkyl, heteroaryl, phenoxyalkyl or heteroaryloxyalkyl (all optionally substituted); R 2>alkyl, alkenyl or (poly)alkoxyalkyl (all optionally substituted by halo or cyano), or optionally substituted cycloalkyl, phenyl or benzyl; R 3>-R 5>alkyl, alkoxy, (di)alkylamino, alkylthio, alkenylthio or cycloalkylthio (all optionally halo substituted), or phenyl, benzyl, phenoxy or phenylthio (all optionally substituted); R 6> and R 7>H, (cyclo)alkyl, alkenyl, alkoxy or alkoxyalkyl (all optionally substituted by halo or cyano), phenyl or benzyl (both optionally substituted) or together complete an optionally substituted ring that may include O or S. Independent claims are included for the following: (1) Several methods for preparing (I); and (2) the new intermediates (II), (III), (XVI) and (XVIII). [Image] [Image] [Image] ACTIVITY : Herbicide; Selective Herbicide; Pre-emergence Herbicide; Post-emergence Herbicide; Plant Antifungal; Insecticide; Acaricide; Nematocide; Molluscicide; Protozoacide; Antifouling; Plant Growth Regulant. MECHANISM OF ACTION : None given.