(4,4-difluorobut-3-enylthio)-substituted heterocyclic or carbocy

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

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514242, 501101, 544182, 544220, 424 40, A01N 4366, C07D25300, C07D25100, C04B 3552

Patent

active

059122439

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel heterocyclic and phenyl derivatives having nematicidal, insecticidal and acaricidal activity, to processes for their preparation, to compositions containing them, and to methods for killing or controlling nematode, insect or acarid pests using them.
According to the present invention there is provided a compound of formula (I), or a salt thereof, wherein n is 0, 1 or 2; and R is a group of formula (II) to (XXI), wherein: carbon atom), R2, R3, R4, R5 or R6; independently hydrogen optionally substituted alkyl, optionally substituted alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, alkoxy, alkenyloxy, alkynyloxy, hydroxyalkyl, alkoxyalkyl, optionally substituted aryl, optionally substituted arylalkyl, optionally substituted heteroaryl, optionally substituted heteroarylalkyl, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted aryloxyalkyl, optionally substituted heteroaryloxy, optionally substituted heteroarylalkoxy, optionally substituted heteroaryloxyalkyl, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, haloalkenyloxy, haloalkynyloxy, halogen, hydroxy, cyano, nitro, --NR7R8, --NR7COR8, --NR7CSR8, --NR7SO2R8, --N(SO2R7)(SO2R8), --COR7, --CONR7R8, -alkylCONR7R8, --CR7NR8, --COOR7, --OCOR7, --SR7, --SOR7, --SO2R7, -alkylSR7, -alkylSOR7, -alkylSO2R7, --OSO2R7, --SO2NR7R8, --CSNR7R8, --SiR7R8R9, --OCH2CO2R7, --OCH2CH2CO2R7, --CONR7SO2R8, -alkylCONR7SO2R8, --NHCONR7R8, --NHCSNR7R8, or an adjacent pair of R1, R2, R3, R4, R5 and R6 when taken together form a fused 5- or 6-membered carbocyclic or heterocyclic ring, alkyl, cycloalkyl, alkylcycloalkyl, hydroxyalkyl, alkoxyalkyl, optionally substituted aryl, optionally substituted arylalkyl, optionally substituted aryloxyalkyl, optionally substituted heteroaryl, optionally substituted heteroarylalkyl, optionally substituted heteroaryloxyalkyl, haloalkyl, hydroxy, cyano, nitro, --NR7R8, --NR7COR8, NR7CSR8, --NR7COOR8, --NR7SO2R8, --N(SO2R7)(SO2R8), --COR7, --CONR7R8, -alkylCONR7R8, --CR7NR8, --COOR7, --OCOR7, --SOR7, --SO2R7, -alkylSR7, -alkylSOR7, -alkylSO2R7, --OSO2R7, --SO2NR7NR8, --SR7, --SOR7, --SO2R7, --CSNR7R8, --SiR7R8R7, --OCH2CO2R7, --OCH2CH2CO2R7, --CONR7SO2R8, -alkylCONR7SO2R8, --NHCOR7R8, or --NHCSR7R8, and
R7, R8 and R9 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, alkynyl, optionally substituted aryl, optionally substituted arylalkyl, haloalkyl, haloalkenyl, haloalkynyl, halogen, or hydroxy.
We would explain that, for ease of reference only, the substituents on the R group have been named in accordance with their position on this R group. For example, when R has the formula (II), substituents R2, R3, R4 and R5 are in positions 2, 3, 4, and 5, respectively, on the ring. For the avoidance of doubt, the --S(O)nCH2CH2CH.dbd.CF2 group can be at any of the substituent positions indicated by R1 (when attached to a carbon atom) to R6.
When any one of R1 to R9 is an alkyl group, or contains aralkyl moiety, it may be straight or branched chain and is preferably C1-6 alkyl, even more preferably C14 alkyl, for example methyl, ethyl, propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl or t-butyl. When the alkyl group is acting as a "linking" group, ie R-alkyl-, for example in R-alkylsr77, C1-4 alkyl or C1-2 alkyl are particularly preferred.
When any one of R1 to R8 is a substituted alkyl group, or contains a substituted alkyl moiety, it may comprise one or more subsistences chosen from halogen, nitro, cyano, --COOR7 or a salt thereof, hydroxy, alkoxy, alkoxyimino, alkoxycarbonyl, carbamoyl, mono- or di-alkylcarbamoyl, amino, mono- or di-alkylamino, acylamido (preferably C1-6 acylamido), alkanesulfonyl, and arylsulfonyl, which may itself be substituted with halogen, alkoxy or nitro.
When any one of R1 to R8 is an alkenyl or alkynyl group, or contains an alkenyl or alkynyl moiety, it may be straight or branched chain and is preferably C2-6 alkenyl or C2-6 alkynyl, even more preferably C2-4 alkenyl or C2-4 alkynyl, for example vinyl, allyl, but-3-en

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