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US 2014/0235865 A1Published application
Method for producing tetrazole-substituted anthranilic acid diamide derivatives by reacting pyrazolic acids with anthranilic acid esters
AssigneeBayer Intellectual Property GmbH
InventorsSergii Pazenok, Frank Volz, Norbert Lui, Arnd Neeff, Sylvia Szywalski
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Abstract
The present invention relates to a process for preparing tetrazole-substituted anthranilic acid diamide derivatives of the formula (1) in which R1, R2, R3, R4, Q and Z have the meanings given in the description, by reacting pyrazole acids with anthranilic esters.
Claims8
A process for preparing a compound of formula (I)
- in which
- R1, R3 independently of one another represent hydrogen, or represent C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl or C3-C6-cycloalkyl which are each optionally mono- or polysubstituted by identical or different halogen or nitro substituents,
- R2 represents C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylthio, C1-C4-haloalkylsulphinyl, C1-C4-haloalkylsulphonyl, halogen, cyano, nitro, alkylamino, dialkylamino, cycloalkylamino or C3-C6-trialkylsilyl,
- R4 represents hydrogen, halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C1-C4-alkoxy, C1-C4-haloalkoxy, SF5, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylthio, C1-C4-haloalkylsulphinyl, C1-C4-haloalkylsulphonyl, C1-C4-alkylamino, di-(C1-C4-alkyl)amino, C3-C6-cycloalkylamino, (C1-C4-alkoxy)imino, (C1-C4-alkyl)(C1-C4-alkoxy)imino, (C1-C4-haloalkyl)(C1-C4-cyano, nitro, alkoxy)imino or C3-C6-trialkylsilyl,
- Q represents a tetrazole ring which is monosubstituted by R5,
- R5 represents C1-C5-alkyl which may be mono- to trisubstituted by halogen,
- Z represents CH or N,
- Wherein the compound of formula (I) furthermore may also comprise an N-oxide and/or a salt,
- comprising reacting a tetrazole-substituted pyrazole acid of formula (II)
- with an anthranilic ester of formula (III)
- in which
- R represents alkyl, cycloalkyl, alkoxyalkyl, arylalkyl, thioalkyl, alkylthioalkyl, alkylsulphonylalkyl, cyanoalkyl, haloalkyl, nitroalkyl or aryl,
- to give a compound of formula (IV)
- and reacting said compound of formula (IV) with an amine of general formula (V)
- R1 NH2 (V)
- to give an anthranilamide of formula (I).
13 more elements
Dependencies are inferred from the claim text.