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US 2010/0144672 A1Published application
Pyrimidinyl pyrazoles as insecticides and parasiticide active agents
AssigneeBayer CropScience AG
InventorsJens Frackenpohl, Olaf Gebauer, Silvia Cerezo-Galvez, Mazen Es-Sayed, Ulrich Görgens, Eva-Maria Franken, Olga Malsam, Stefan Schnatterer, Christian Arnold, Peter Lümmen, Hans-Georg Schwarz, Achim Hense, Stefan Werner
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Abstract
The present invention relates to pyrimidinylpyrazoles and their use as insecticides, and also to processes for their preparation and to compositions comprising such arylpyrazoles.
Claims20
A compound of formula (I)
- in which
- X represents phenyl, 2-pyridyl, 3-pyridyl or 2-pyrimidinyl, in each case substituted by one or more substituents selected from the group consisting of halogen, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenoxy, alkynoxy, benzyloxy, cycloalkylalkoxy, haloalkoxy, haloalkoxyalkyl, alkylsulphanyl, haloalkylsulphanyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cyano, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, carboxyl, carboxamide, dialkylcarboxamide, trialkylsilyl, nitro, amino, alkylamino, dialkylamino, alkylsulphonylamino, dialkylsulphonylamino, —CH═NO—H, —CH═NO-alkyl, —CH═NO-halolkyl, —C(CH3)═NO—H, —C(CH3)═NO-alkyl, —C(CH3)═NO-haloalkyl, formyl, benzyl (for its part optionally substituted by one or more halogen atoms), phenoxy or pyrid-2-yloxy (the latter two optionally substituted by one or more substituents selected from the group consisting of alkyl, halogen and haloalkyl) and phenyl (optionally substituted by one or more halogen atoms), where vicinal alkyl, haloalkyl, alkoxy and/or haloalkoxy groups together with the carbon atoms to which they are attached may form a five- to six-membered cyclic system which contains 0 to 2 oxygen atoms and whose alkyl moiety may optionally be substituted by one or more fluorine atoms,
- R1 represents alkyl (optionally mono- or disubstituted by substituents independently of one another selected from the group consisting of alkoxy, haloalkoxy, alkylsulphanyl, haloalkylsulphanyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, alkoxycarbonyl, hydroxyl, cycloalkyl, phenyl (for its part optionally substituted by one or more halogen atoms) and heterocyclyl), cycloalkyl (optionally substituted by one or more haloalkyl groups and/or halogen atoms), haloalkyl (optionally substituted by alkoxy), cyano, formyl, —CH═NO—H, —CH═NO-alkyl, —CH═NO-haloalkyl, —C(CH3)═NO—H, —C(CH3)═NO-alkyl, —C(CH3)═NO-haloalkyl or benzyl (optionally mono- or polysubstituted by one or more substituents independently of one another selected from the group consisting of halogen, alkyl, haloalkyl and alkoxy),
- R2 represent amino and
- R2 furthermore represents amino which is monosubstituted by alkyl, alkylcarbonyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkoxycarbonyl, alkenoxycarbonyl, alkynoxycarbonyl, alkoxycarbonylalkyl, alkoxycarbonylcarbonyl, benzyl or phenylcarbonyl (where the phenyl ring in benzyl and phenylcarbonyl for its part is optionally substituted by one or more halogen atoms) and
- R2 furthermore represents amino which is disubstituted by two substituents independently of one another selected from the group consisting of benzyl, alkyl, alkoxycarbonyl, alkenoxycarbonyl, alkynoxycarbonyl and alkylcarbonyl,
- R2 furthermore represents piperidine, pyrrolidine or morpholine which are optionally mono- or disubstituted by alkyl and
- R2 furthermore represents halogen,
- R3 represents halogen, alkyl, haloalkyl, alkoxy or dialkylamino and n represents 0 or 1,
- as well as N-oxides and/or salts thereof.
7 more elements
A compound of formula (I), wherein the compounds are selected from Tables 1 to 43, and further wherein
- a) if the compounds are selected from Table 1, then, if X is monosubstituted, the substituent of X does not represent F, Cl or Br, and, if X is substituted by two identical substituents selected from the group consisting of F, Cl or Br, then said two substituents are located neither in positions 2 and 4 nor in positions 3 and 4;
- b) if the compounds are selected from Table 3, then, if X is monosubstituted, the substituent is not CF3, and, if X is disubstituted by CF3, the two substituents are located neither in positions 2 and 4 nor in positions 3 and 4;
- c) if the compounds are selected from Table 8, then, if X is substituted by two identical substituents selected from the group consisting of methyl and methoxy, the two substituents are located neither in positions 2 and 4 nor in positions 3 and 4;
- d) if the compounds are selected from Table 16 where R1 is C1-C3-alkyl, then, if X is monosubstituted, the substituent of X does not represent F, Cl or Br, and, if X is disubstituted by Cl, the two substituents are located neither in positions 2 and 3 nor in positions 2 and 4 nor in positions 3 and 4;
- and
- e) if the compounds are selected from Table 17 where R1 is CH2OMe, CH2OEt or CH(OMe)Me, then, if X is monosubstituted, the substituent of X does not represent F, Cl or Br, and, if X is disubstituted by two identical substituents selected from the group consisting of F, Cl and Br, then the two substituents are located neither in positions 2 and 4 nor in positions 3 and 4.
3 more elements
A process for the synthesis of a compound of formula (IA-1), which is a compound of formula (I), said process
- comprising reacting a compound of formula (V)
- with a compound of the formula (VI)
- where LG represents halogen or alkylsulphonyl.
Dependencies are inferred from the claim text.