Back to results
US 2009/0023752 A1Published application
N-Heterocyclylphthaldiamides as Insecticides
AssigneeBayer CropScience AG
InventorsRudiger Fischer, Christian Funke, Olga Malsam, Tetsuya Murata, Katsuaki Wada, Yasushi Yoneta, Katsuhiko Shibuya, Eiichi Shimojo, Christian Arnold
Life of this patent
Estimating the term…
Abstract
New N-heterocyclylphthaldiamides of structure (I) in which n, A, Q1, Q2, R1 and X have the meanings given in the description, several methods for the preparation of these substances and their use for the control of pests, as well as new intermediates and methods for their preparation.
Claims18
A compound of formula (I)
- in which
- n is 0, 1, 2, 3 or 4,
- A is O (oxygen), S (sulphur), SO, SO2, NH, N(alkyl), or a straight-chain or branched alkanediyl (alkylene), optionally substituted and optionally interrupted by O (oxygen), S (sulphur), SO, SO2, NH or N(alkyl),
- Q1 is an optionally substituted heterocycle,
- Q2 is an optionally substituted heterocycle,
- R1 is hydrogen, cyano or A1-X1, whereby A1 is O (oxygen), S (sulphur), SO, SO2, NH, CO, COO, or a straight-chain or branched alkanediyl (alkylene) and X1 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cyclo-alkenyl, aryl or heterocyclyl, and
- X is nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl.
4 more elements
A compound of formula (IA)
- in which
- A is methylene,
- Q1 is
- in each case optionally substituted by one or two of nitro, cyano, fluoro, chloro, bromo, iodo, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, methylthio, ethylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, or ethylsulphonyl,
- Q2 is
- in each case optionally substituted by cyano, fluoro, chloro, bromo, iodo, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, fluoroethyl, chloroethyl, difluoroethyl, dichloroethyl, chlorofluoroethyl, trifluoroethyl, trichloroethyl, chlorodifluoroethyl, fluorodichloroethyl, tetrafluoroethyl, pentafluoroethyl, hexafluoropropyl, heptafluoropropyl, methoxy, ethoxy, methylthio, ethylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, or ethylsulphonyl,
- R1 is methyl, ethyl, propyl, butyl, cyano, carbamoyl, hydroximino, fluoro, chloro, bromo, iodo, methoxy, ethoxy, propoxy, butoxy, methylthio, ethylthio, propylthio, butylthio, methylsulphinyl, ethylsulphinyl, propylsulphinyl, methylsulphonyl, ethylsulphonyl, methylaminosulphonyl, ethylaminosulphonyl, propylaminosulphonyl, butylminosulphonyl, acetyl, propionyl, n-butyroyl, isobutyroyl, acetylamino, propionylamino, n-butyroylamino, isobutyroylamino, methylaminocarbonyloxy, ethylaminocarbonyloxy, propylaminocarbonyloxy, dimethylaminocarbonyloxy, diethylaminocarbonyloxy, methoximino, ethoximino, propoximino, butoximino, methoxycarbonyl, ethoxycarbonyl, propxycarbonyl, butoxycarbonyl, methylaminocarbonyl, ethylaminocarbonyl, propylaminocarbonyl, dimethylaminocarbonyl or diethylaminocarbonyl, and
- X3 is chloro, bromo, iodo, methylsulphonyloxy or ethylsulphonyloxy.
5 more elements
8-10. (canceled)
A compound of formula (IIIa)
- in which
- Q3, Q4, Q5, Q6 and Q7 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO NHCO or an alkanediyl (alkylene) and X2 is each case an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl.
A compound of formula (IIIb)
- in which
- Q6 and Q7 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl,
- Q8 is O (oxygen) or S (sulphur), and
- Q9 is N (nitrogen) or CX, whereby, X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl.
1 more element
A compound of formula (IV)
- in which
- Q3, Q4, Q5, Q6 and Q7 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl.
A compound of formula (V)
- in which
- Q6 and Q7 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen) S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl, and
- R is alkyl.
A compound of formula (VI)
- in which
- Q6 and Q7 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO. NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl, and
- R2 is alkyl.
A compound of formula (X)
- in which
- Q6, are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl,
- Q8 is O (oxygen) or S (sulphur), and
- Q9 is N (nitrogen) or CX, whereby, X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl.
1 more element
A compound of formula (IIIc)
- in which
- Q6, Q7 and Q10 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen). S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl, and
- Q8 is O (oxygen) or S (sulphur).
A compound of formula (XII)
- in which
- Q6, Q7 and Q10 are independently CX or N (nitrogen), whereby X is hydrogen, nitro, cyano, halo or A2-X2, whereby A2 is O (oxygen), S (sulphur), SO, SO2, OSO2, NHSO2, CO, OCO, NHCO or an alkanediyl (alkylene) and X2 is in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or aryl, and
- Q8 is O (oxygen) or S (sulphur).
Dependencies are inferred from the claim text.