Patent DE-102006050148-A1 (DE)
Title: New trifluoromethoxy-phenyl substituted tetramic acid-derivatives useful to combat parasites including insects, arachnid, helminth, nematode and mollusk and/or undesirable plant growth and in hygienic sectors
Inventor: FISCHER REINER
IPC: C07D491/107
Filed: 2006-10-25
Abstract: Trifluoromethoxy-phenyl substituted tetramic acid-derivatives (I), are new. Trifluoromethoxy-phenyl substituted tetramic acid-derivatives of formula (I), are new. J1a : trifluoromethoxy; X : H, alkyl, halo, haloalkyl, alkoxy or haloalkoxy; Y1a : H, alkyl or halo, where at least one of J1a, X or Y1a is present at position-2 of the phenyl residue and is at the same time unequally hydrogen; either A : alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, optionally saturated cycloalkyl (all optionally substituted by halo and at least a ring atom is optionally substituted by a heteroatom), aryl, arylalkyl, hetaryl (all optionally substituted by halo, (halo)alkyl, (halo)alkoxy, cyano or nitro) or H; and B1a : H or alkoxyalkyl; and D : H or a residue optionally substituted by alkyl, alkenyl, alkynyl, alkoxyalkyl, optionally saturated cycloalkyl, in which optionally one or more ring members are substituted by heteroatom, arylalkyl, aryl, hetarylalkyl or hetaryl; or C+A+B1a : optionally saturated, substituted and heteroatom containing cyclic group; or A+D : optionally saturated and at least a heteroatom containing, in A, D-parts optionally substituted cyclic group; G : H, carboxy group of formula (-CO-R 1>) or (-C(=L)-M-R 2>), sulfur dioxide group of formula (-SO 2-R 3>), phosphorus group of formula (-P(R 4>)(R 5>)(=L)), E or (-C(=L)-N(R 6>)(R 7>)); E : an equivalent metal ion or an ammonium ion; L, M : O or S; R 1>optionally halo substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl, optionally halo-, alkyl- or alkoxy substituted cycloalkyl, which is interrupted by at least a heteroatom, optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl; R 2>optionally halo substituted alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl, optionally substituted cycloalkyl, phenyl or benzyl; R 3>-R 5>optionally halo substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio or cycloalkylthio, or optionally substituted phenyl, benzyl, phenoxy or phenylthio; and either R 6>, R 7>optionally halo substituted alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl, optionally substituted phenyl or benzyl, or H; or NR 6>R 7>cyclic group interrupted optionally by O or S. Independent claims are included for: (1) the preparation of (I); (2) the preparation of an agent to combat parasite and/or undesirable plant growth comprising mixing (I) with a diluent and/or a surface active material; (3) an agent comprising an active agent combination containing (I), at least a compound, which improves the compatibility of cultured plants, e.g. 4-dichloroacetyl-1-oxa-4-aza-spiro[4.5]-decane, 1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-one, 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine, 5-chloro-quinolin-8-oxy-acetic acid-(1-methyl-hexylester), 3-(2-chloro-benzyl)-1-(1-methyl-1-phenyl-ethyl)-urea, alpha -(cyanomethoxyimino)-phenylacetonitrile, diethyl-1-(2,4-dichloro-phenyl)-4,5-dihydro-5-methyl-1H-pyrazol-3,5-dicarboxylate, 2-dichloromethyl-2-methyl-1,3-dioxolane, 2-propenyl-1-oxa-4-azaspiro[4.5]decane-4-carbodithioate, 1,8-naphthalic acid anhydride, 1-(2,4-dichloro-phenyl)-5-methyl-1H-pyrazol-3-carboxylic acid-ethylester, 1-(2,4-dichloro-phenyl)-5-isopropyl-1H-pyrazol-3-carboxylic acid-ethylester, 5-chloro-quinolin-8-oxy-acetic acid-1-allyloxy-prop-2-yl-ester, 5-chloro-quinoxalin-8-oxy-acetic acid-methylester, 5-chloro-quinolin-8-oxy-acetic acid-ethylester, 5-chloro-quinoxalin-8-oxy-acetic acid-allylester, 5-chloro-quinolin-8-oxy-acetic acid-2-oxo-prop-1-yl-ester, 5-chloro-quinolin-8-oxy-malonic acid-diethylester, carboxyamide compound of formula (R 1> 6>-CO-N(R 1> 7>)(R 1> 8>)), or a phenyl compound of formula (IId) or (IIe); (4) an N-acylamino acid ester compound of formula (II); (5) a phenyl compound of formula (XV), (XIV) or (XIX); and (6) a phenyl-acetic acid compound of formula (XVII). Either R 1> 7>H, or F, Cl and/or Br substituted 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl, 1-4C alkoxy-1-4C alkyl, dioxolanyl-1-4C alkyl, furyl, furyl-1-4C alkyl, thienyl, thiazolyl, piperidinyl, or optionally F, Cl and/or Br or 1-4C alkyl substituted phenyl; and R 1> 8>H, optionally F, Cl and/or Br substituted 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl, 1-4C alkoxy-1-4C alkyl, dioxolanyl-1-4C alkyl, furyl, furyl-1-4C alkyl, thienyl, thiazolyl, piperidinyl, or optionally F, Cl and/or Br or 1-4C alkyl substituted phenyl; or R 1> 7>R 1> 8>optionally 1-4C alkyl substituted phenyl, furyl or annealed benzene ring; or CR 1> 7>R 1> 8>5- or 6-membered carbocyclic (substituted by 3-6C alkandiyl or 2-5C oxaalkandiyl); either R 2> 5>H, optionally cyano, OH, halogen or 1-4C alkoxy substituted 1-6C alkyl, optionally cyano or halo substituted 3-6C alkenyl or 3-6C alkynyl, optionally cyano, halogen or 1-4C alkyl substituted 3-6C cycloalkyl; and R 2> 6>R 2> 5>, optionally nitro, cyano, halo, 1-4C alkyl, 1-4C haloalkyl, 1-4C alkoxy or 1-4C haloalkoxy substituted phenyl; or R 2> 6>R 2> 5>2-6C alkandiyl (substituted optionally with 1-4C alkyl or 2-5C oxaalkandiyl); and R 1> 6>F, Cl and/or Br substituted 1-4C alkyl. [Image] [Image] [Image] [Image] ACTIVITY : Antiparasitic; Herbicide; Insecticide; Arachnicide; Anthelmintic; Nematocide. MECHANISM OF ACTION : None given.