TH44976A - Pyrimidine derivatives for killing pests - Google Patents

Abstract

DC60 (25/07/43) A compound with the formula (chemical formula) (l). where R1 is an unsubstituted or one to five substituted aryls, where the selectable representative from the group consisting of e.g., OH, halogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl, and C3-C8-cycloalkenyl selectable substitutes; A is e.g., a single bond, C1-C12-alkylene, or O; X1 and X2 are each independent and are R10: X1 is H or R10; R10 is e.g., halogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl, or C1-C6-halo-alkyl; R21 and R22 are independent and are, for example, H, halogen, CN, NO2, OH, SH, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, or C3-C8-cycloalkyl-C1-C6-alkyl; R23 and R24 are independent and are, for example, H, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C6-alkyl, C1-C6-haloalkyl, or C3-C8-halocycloalkyl; m is 1, 2, 3, or 4; and n is 0, 1, or 2, as with physiologically acceptable addition compounds, methods of producing those compounds and their uses, pesticide mixtures in which the active ingredient is It is selected from among those compounds, each in its free form or in the form of chemically and agriculturally usable salts, and methods of production and use of these mixtures. The active ingredient, in its free form or in the form of chemically and agriculturally usable salts, has beneficial properties in killing pests. These compounds are also particularly suitable for pest control in agriculture and stored products and also for the care of domestic animals. The compound has the formula (chemical formula) (l), where R1 is the unsubstituted or one to five substituted aryls, where the selectable representative from the group consisting of e.g. OH, halogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl that may be selected to be substituted and C3-C8-cycloalkinyl selectively substituted; A is, e.g., single bond, C1-C12-alkylene, or O; X1 and X2 are each independent and are R10: X1 is H or R10; R10 is, e.g., halogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl, or C1-C6-halo-alkyl; R21 and R22 are each independent and are, e.g., H, halogen, CN, NO2, OH, SH, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, or C3-C8-cycloalkyl-C1-C6-alkyl; R23 and R24 are independent of each other and are, for example, H, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C6-alkyl, C1-C6-haloalkyl, or C3-C8-halocycloalkyl; m is 1, 2, 3, or 4; and n is 0, 1, or 2, as are the physiologically acceptable addition compounds, the methods of producing these compounds and their uses, pesticide mixtures in which the active ingredient is selectable from each of these compounds in its free form or in the form of agrochemically usable salts, and the methods of producing and using these mixtures. The active ingredient, in its free form or in the form of agrochemically usable salts, has beneficial properties in killing pests. These compounds are also particularly suitable for pest control in agriculture and stored products, and also for pet care in homes.

Claims (10)

1. A compound having the formula (chemical formula) (I), where R1 is an unsubstituted or one to five substituted arylts, where the chosen substitutes are From the group containing OH, halogen, CN, C1-C6-alkyl, C3-C8-cycloalkyl (potentially substitutable), C3-C8-cycloalkenyl (potentially substitutable), C1-C6-alkyl-C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C8-alkyl, C1-C6-haloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxy, C3-C8-cycloalkoxy, C1-C6-haloalkoxy, C3-C8-hehocycloalkoxy, C1-C6-alkylthio, C3-C8-cycloalkylthio, C1-C6-haloalkylthio, C3-C8-halocycloalkylthio. C1-C6-alkyl-sulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-halocycloalkylsulfinyl, C1-C8-alkylsulfonyl, C3-C8-cycloalkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-halocycloalkylsulfonyl, C2-C8-selectively substituted alkynyl, C2-C8-selectively substituted alkinyl, C1-C6-alkylcarbonyl, -C(=NOR6)-C1-C6-alkyl; R7; unsubstituted or one to five substituted phenyls, unsubstituted or one to five substituted heteroeryls; where the substituted agent Choose from groups containing OH, hydrogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-alkyl-, C3-C8-cycloalkyl, C3-C8-cycloalkyl-, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-hechocycloalkyl, C1-C6-alxoxy, C3-C8-cycloalkoxy, C1-C6-haloalkoxy, C3-C8-halocycloalkoxy, C1-C6-alkylthio, C3-C8-cycloalkylthio, C1-C6-haloalkylthio, C3-C8-halocycloalkylthio, C3-C8-alkylsulfinyl. C3-C8-cycloalkylsulfinyl, C1-C8-haloalkylsulfinyl, C3-C8-halocycloalkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-halocycloalkylsulfonyl, C2-C8-alkinyl, C2-C8-alkinyl, C1-C6-alkylcarbonyl, -C(=NOR6)-C1-C6-alkyl and R7; phenoxy unsubstituted or substituted one to five times; phenylthio unsubstituted or substituted one to five times; phenylamino unsubstituted or substituted one to five times; and -N(phenyl)-(C1-C6-alkyl) unsubstituted or substituted one to five times; where the representatives of each option are derived from the group consisting of halogen, CN, No2, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-haloalkyl, C3-C8-halocycloalkyl, C1-C6-alxoxy, C3-C8-cycloal-xoxy, C1-C6-alkylthio, C3-C8-cycloalkylthio, C1-C6-haloalkylthio and C3-C8-halocycloalkylthio; A is a single bond, C1-C12-alkylene, O, O(C1-C12-alkylene), S(O)n, S(O)n(C1-C12-alky-lene), C2-C8-alkyniline, C2-C8-alkyniline; NR3 or NR3(C1-C12-alkylene); R3 is H, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C6-haloalkyl, C2-C8-alkenil, C2-C8-al-kinil, aryl-C1-C6-alkyl, (CH2)pC(O)R4 or C1-C6-alkoxy-C1-C6-alkyl; R4 is H, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, N(R5)2 or C1-C6-alkoxy-C2-C6-alkyl; R5 is H, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6 haloalkyl, or aryl-C1-C6-alkyl; R6 is H, C1-C6-alkyl, or C3-C8-cycloalkyl; R7 is (chemical formula) R8 and R9 are each independent and are H or C1-C6-alkyl; X1 and X2 are independent of each other and are R10. X3 is H or R10. R10 is halogen, CN, NO2, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C8-haloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxy, C3-C8-cycloalkoxy, C1-C8-haloalkoxy, C3-C8-halocycloalkoxy, C1-C6-alkylthio, C3-C8-cycloalkylthio, C1-C6-haloalkylthio or C3-C8-halocycloalkylthio; R21 and R22 are independent of each other and are H, halogen, CN, NO2, OH, SH, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C1-C6-alkoxy, C3-C8-cycloalkoxy, C1-C6-haloalkoxy, halo C3-C8-cycloalkoxy, C1-C6-alkylthio, C3-C8-cycloalkylthio, C1-C6-haloalkylthio, halo C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl. C3-C8-cycloalkylsulfonil, halo C1-C6-alkylsulfonil, C3-C8-halocycloalkylsulfonil, C1-C6-alkylsulfonil, C3-C8-cycloalkylsulfonil, C1-C6-haloalkylsulfonil, halo C3-C8-cycloalkylsulfonil, N(R23)R24, C1-C6-alkoxy-C1-C6-alkyl, C1-C8-alkoxy-C1-C6-alkoxy, C1-C6-alkoxy-C1-C8-alkylthio, C1-C6-alkoxy-C1-C8-alkylamino, C2-C8-alkinyloxy or C2-C8-alkinyloxy; R23 and R24 are independent and are H, C1-C8-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C8-alkyl, C1-C8-haloalkyl, or C3-C8-halocycloalkyl; m is 1, 2, 3, or 4; n is 0, 1, or 2; and Y is O or S; as are physiologically acceptable addition compounds and suitable for E/Z isomers, with mixtures of E/Z isomers, and/or with tautomers, in each case in free form or in agrochemically usable salts. 2. The compound according to claim 1, having the formula (I) in its free form. 3. A compound according to claim 1 or 2 with the formula (I), where A is a single bond, C1-C6-alkylene, O, O(C1-C6-alkylene), C2-C4-alkyniline, C2-C4-alkylene, or NR3. 4. Any compound under any of the claims 1 through 3 with the formula (I), where X1 and X2 are independent, is a halogen, C1-C4-alkyl, C3-C8-cycloalkyl, C1-C4-haloalkyl, C1-C4-aldoxy, C1-C4-aloalkoxy, C1-C4-alkylthio or C1-C4-haloalkylthio. 5. A mixture for pest control, which contains at least one active ingredient, formulated (I) as described in Claim 1, and at least one auxiliary substance. 6. A method of pest control consisting of the application of a quantity that is effective in killing at least one compound formula (I) as described in Claim 1 to the pest or its specific location. 7. Use of a compound with the formula (I) as described in Claim 1 for pest control. 8. Use of compounds with the formula (I) as described in claim 1 in methods of parasite control on plants and on warm-blooded animals. 9. The methods under claim 6 for the protection of plant reproductive agents, which include the treatment of such reproductive agents or the cultivation areas for such reproductive agents. 10. Plant spreaders treated with the compounds described in Claim 1 with the formulation (I) or with the mixtures described in Claim 5.