Patent EP-1855529-B1 (EP)
Inventor: BRETSCHNEIDER THOMAS
IPC: A01N43/36
Filed: 2006-02-08
Granted: 2013-12-18
Abstract: Spiroketal-substituted cyclic ketoenol compounds (I) are new. Spiroketal-substituted cyclic ketoenol compounds of formula (I) are new. W1>H, (halo)alkyl, alkenyl, alkynyl, (halo)alkoxy, halo, alkenyloxy or CN; X : halo, (halo)alkyl, alkenyl, alkynyl, (halo)alkoxy, (halo)alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or CN; Y1>, Z : H, (halo)alkyl, alkenyl, alkynyl, (halo)alkoxy, halo, nitro, CN or optionally substituted (het)aryl (provided that at least one of W1> or Z is H when X and Y1> are CH3); C+A+B1>(halo)alkyl, alkoxy, alkoxyalkyl or optionally substituted phenyl substituted 5-7 membered ketal or (di)thioketal, which is interrupted through a further heteroatom; D : NH or O; Q1>, Q2>H, haloalkyl or alkoxy; G : H, -C(=O)-R1>, -C(=L)-M-R2>, -SO2-R3>, -P(=L)(R4>)(R5>), E or -C(=L)-N(R6>)(R7>); E : metal ion or ammonium ion; L, M : O or S; R1>alkyl, alkenyl, (poly)alkoxyalkyl, alkylthioalkyl (all optionally substituted with halo or CN), cycloalkyl or heterocyclyl (both optionally substituted with halo, alkyl or alkoxy) or optionally substituted (phenyl)alkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl; R2>alkyl, alkenyl or (poly)alkoxyalkyl (all optionally substituted with halo or CN) or optionally substituted cycloalkyl, phenyl or benzyl; R3>-R5>alkyl(thio), alkoxy, (di)alkylamino, alkenylthio or cycloalkylthio (all optionally substituted with halo) or optionally substituted phenyl, benzyl, phenoxy or phenylthio; and either R6>, R7>(cyclo)alkyl, alkenyl, alkoxy, alkoxyalkyl (all optionally substituted with halo or CN), phenyl, benzyl (both optionally substituted) or H; or NR6>R7>optionally substituted ring optionally containing O or S. Independent claims are included for: (1) N-cyclohexyl-2-phenyl-acetamide compounds of formula (II); (2) phenyl-acetic acid cyclohexyl ester compounds of formula (III); (3) 1-phenylacetylamino-cyclohexanecarboxylic acid compounds of formula (XVIII); (4) N-(1-cyano-cyclohexyl)-2-phenyl-acetamide compounds of formula (XXI); (5) 1-amino-cyclohexanecarbonitrile compounds of formula (XX); (6) substituted cyclohexanol compounds of formula (XXII); (7) 1,4-dioxa-spiro[4.5]dec-8-ylamine compounds of formula (XVI') or (XVI''); (8) 8-amino-1,4-dioxa-spiro[4.5]decane-8-carbaldehyde compounds of formula (XIX'); (9) 9-amino-1,5-dioxa-spiro[5.5]undecane-9-carboxylic acid compounds of formula (XIX''); (10) 9,12-dioxa-1,3-diaza-dispiro[4.2.4.2]tetradecane-2,4-dione compounds of formula (XXIII'); (11) 9,13-dioxa-1,3-diaza-dispiro[4.2.5.2]pentadecane-2,4-dione compounds of formula (XXIII''); (12) the preparation of (I); (13) an agent, for combating animal parasites, undesired plant growth and/or undesired microorganisms, comprising (I); (14) a method for combating animal parasites, undesired plant growth and/or undesired microorganisms comprising applying (I) on the parasites, undesired plant and undesired microorganisms and/or their habitats; (15) a method for preparing the agent comprising mixing (I) with diluting agents and/or surface active substances; (16) an agent comprising an active combination comprising (I) and at least one culture plant compatibility improving 59 compounds e.g. 4-dichloracetyl-1-oxa-4-aza-spiro[4.5]-decane, 1-(1-methyl-1-phenyl-ethyl)-3-(4-methyl-phenyl)-urea, piperidin-1-thiocarboxylic acid-S-1-methyl-1-phenyl-ethylester, 2,2-dichloro-N,N-di-2-propenyl-acetamide and 1-(ethoxycarbonyl)-ethyl-3,6-di-chloro-2-methoxybenzoate; (17) a method for combating undesirable plant growth comprising applying the agent on the plant or its surrounding; and (18) a method for combating undesirable plant growth comprising applying (I) and the culture plant compatibility increasing compounds in a temporary nearer sequence on the plants or their surroundings. In formula (XVI'): Q3>1-4C alkyl, 1-3C haloalkyl, 1-4C alkoxy or 1-4C alkoxy-1-4C alkyl; and q : 1-3. In formulae (XVI''), (XIX''), (XXIII''):q = 0-3. In formulae (XIX'), (XXIII'): q : 1-3. [Image] [Image] [Image] [Image] [Image] [Image] - ACTIVITY : Antiparasitic; Herbicide; Antibacterial; Antimicrobial. The