Pyrimidine derivatives and their use for controlling undesired plant growth

A compound of the formula (I) and/or an agrochemically compatible salt thereof

• in which
• R1 and R2, independently of one another, are selected from the group consisting of
• hydrogen, halogen, hydroxy, cyano, nitro, amino, C(O)OH, C(O)NH2;
• (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkylcarbonyl, (C1-C6)-halo-alkylcarbonyl, (C1-C6)-alkylcarbonyloxy, (C1-C6)-haloalkylcarbonyloxy, (C1-C6)-alkylcarbonyl-(C1-C4)-alkyl;
• (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-halo-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-haloalkyl, (C1-C6)-haloalkoxycarbonyl-(C1-C6)-haloalkyl;
• (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkenylcarbonyl, (C2-C6)-haloalkenylcarbonyl, (C2-C6)-alkenyloxy, (C2-C6)-haloalkenyloxy, (C2-C6)-alkenyloxycarbonyl, (C2-C6)-haloalkenyloxycarbonyl;
• (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C2-C6)-alkynylcarbonyl, (C2-C6)-haloalkynylcarbonyl, (C2-C6)-alkynyloxy, (C2-C6)-haloalkynyloxy, (C2-C6)-alkynyloxycarbonyl, (C2-C6)-haloalkynyloxycarbonyl;
• tri(C1-C6)-alkylsilyl-(C2-C6)-alkynyl, di(C1-C6)-alkylsilyl-(C2-C6)-alkynyl, mono(C1-C6)-alkylsilyl-(C2-C6)-alkynyl, phenylsilyl-(C2-C6)-alkynyl;
• (C6-C14)-aryl, (C6-C14)-aryloxy, (C6-C14)-arylcarbonyl and (C6-C14)-aryl-oxycarbonyl, which may in each case be substituted on the aryl moiety by halogen, (C1-C6)-alkyl and/or (C1-C6)-haloalkyl;
• (C6-C14)-aryl-(C1-C6)-alkyl, (C6-C14)-aryl-(C1-C6)-alkoxy, (C6-C14)-aryl-(C1-C6)-alkylcarbonyl, (C6-C14)-aryl-(C1-C6)-alkylcarbonyloxy, (C6-C14)-aryl-(C1-C6)-alkoxycarbonyl, (C6-C14)-aryl-(C1-C6)-alkoxycarbonyloxy;
• mono((C1-C6)-alkyl)amino, mono((C1-C6)-haloalkyl)amino, di((C1-C6)-alkyl)amino, di((C1-C6)-haloalkyl)amino, ((C1-C6)-alkyl-(C1-C6)-haloalkyl)amino, N—((C1-C6)-alkanoyl)amino, N—((C1-C6)-haloalkanoyl)amino, aminocarbonyl-(C1-C6)-alkyl, di(C1-C6)-alkylaminocarbonyl-(C1-C6)-alkyl;
• mono((C1-C6)-alkyl)aminocarbonyl, mono((C1-C6)-haloalkyl)aminocarbonyl, di((C1-C6)-alkyl)aminocarbonyl, di((C1-C6)-haloalkyl)aminocarbonyl, di((C1-C6)-alkyl-(C1-C6)-haloalkyl)aminocarbonyl, N—((C1-C6)-alkanoyl)aminocarbonyl, N—((C1-C6)-haloalkanoyl)aminocarbonyl;
• (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alk-oxycarbonyl-(C1-C6)-alkoxy;
• (C3-C8)-cycloalkyl, which may be optionally substituted on the cycloalkyl radical by (C1-C6)-alkyl and/or halogen;
• (C3-C8)-cycloalkoxy, (C3-C8)-cycloalkyl-C1-C6)-alkyl, (C3-C8)-cycloalkyl-(C1-C6)-haloalkyl, (C3-C8)-cycloalkyl-(C1-C6)-alkoxy, (C3-C8)-cycloalkyl-(C1-C6)-haloalkoxy, (C3-C8)-cycloalkylcarbonyl, (C3-C8)-cycloalkoxycarbonyl, (C3-C8)-cycloalkyl-(C1-C6)-alkylcarbonyl, (C3-C8)-cycloalkyl-(C1-C6)-haloalkylcarbonyl, (C3-C8)-cycloalkyl-(C1-C6)-alkoxycarbonyl, (C3-C8)-cycloalkyl-(C1-C6)-haloalkoxycarbonyl, (C3-C8)-cycloalkylcarbonyloxy, (C3-C8)-cycloalkoxycarbonyloxy, (C3-C8)-cycloalkyl-(C1-C6)-alkylcarbonyloxy, (C3-C8)-cycloalkyl-(C1-C6)-haloalkylcarbonyloxy, (C3-C8)-cycloalkyl-(C1-C6)-alkoxycarbonyloxy, (C3-C8)-cycloalkyl-(C1-C6)-haloalkoxy-carbonyloxy;
• (C3-C8)-cycloalkenyl, (C3-C8)-cycloalkenyloxy, (C3-C8)-cycloalkenyl-(C1-C6)-alkyl, (C3-C8)-cycloalkenyl-(C1-C6)-haloalkyl, (C3-C8)-cycloalkenyl-(C1-C6)-alkoxy, (C3-C8)-cycloalkenyl-(C1-C6)-haloalkoxy, (C3-C8)-cycloalkenylcarbonyl, (C3-C8)-cycloalkenyloxycarbonyl, (C3-C8)-cycloalkenyl-(C1-C6)-alkylcarbonyl, (C3-C8)-cycloalkenyl-(C1-C6)-haloalkylcarbonyl, (C3-C8)-cycloalkenyl-(C1-C6)-alkoxycarbonyl, (C3-C8)-cycloalkenyl-(C1-C6)-haloalkoxycarbonyl, (C3-C8)-cycloalkenylcarbonyloxy, (C3-C8)-cycloalkenyloxycarbonyloxy, (C3-C8)-cycloalkenyl-(C1-C6)-alkylcarbonyloxy, (C3-C8)-cycloalkenyl-(C1-C6)-haloalkylcarbonyloxy, (C3-C8)-cycloalkenyl-(C1-C6)-alkoxycarbonyloxy, (C3-C8)-cycloalkenyl-(C1-C6)-haloalkoxycarbonyloxy;
• hydroxy-(C1-C6)-alkyl, hydroxy-(C1-C6)-alkoxy, cyano-(C1-C6)-alkoxy, cyano-(C1-C6)-alkyl;
• (C1-C6)-alkylsulfonyl, (C1-C6)-alkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-haloalkylthio-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-haloalkyl, (C1-C6)-alkylthio-(C1-C6)-haloalkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-haloalkyl, (C1-C6)-haloalkylsulfonyl-(C1-C6)-haloalkyl, (C1-C6)-haloalkylthio-(C1-C6)-haloalkyl, (C1-C6)-haloalkylsulfinyl-(C1-C6)-haloalkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-haloalkylsulfonyloxy, (C1-C6)-alkylthiocarbonyl, (C1-C6)-haloalkylthiocarbonyl, (C1-C6)-alkylthiocarbonyloxy, (C1-C6)-haloalkylthiocarbonyloxy, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkoxy, (C1-C6)-alkylthio-(C1-C6)-alkylcarbonyl, (C1-C6)-alkylthio-(C1-C6)-alkylcarbonyloxy, (C4-C14)-arylsulfonyl, (C6-C14)-arylthio, (C6-C14)-arylsulfinyl, (C3-C8)-cycloalkylthio, (C3-C8)-alkenylthio, (C3-C8)-cycloalkenylthio, (C3-C6)-alkynylthio;
• the radicals R1 and R2 together form a (C2-C6)-alkylene group, which may comprise one or more oxygen and/or sulfur atoms, where the (C2-C6)-alkylene group may be mono- or polysubstituted by halogen and the respective halogen substituents may be identical or different;
• R3 is selected from the group consisting of hydrogen, (C1-C6)-alkyl and (C1-C6)-haloalkyl;
• R4 and
• R5 in each case independently of one another are selected from the group consisting of hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, hydroxy, (C1-C6)-alkoxy and (C1-C6)-haloalkoxy;
• or, together with the carbon atom to which they are bonded, form a three- to seven-membered ring;
• R6 and
• R7 in each case independently of one another are selected from the group consisting of hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C6-C14)-aryl, (C6-C14)-aryloxy, (C6-C14)-arylcarbonyl and (C6-C14)-aryloxycarbonyl;
• or the radicals R6 and R7 together form a (C2-C7)-alkylene group, which may comprise one or more oxygen and/or sulfur atoms, where the (C2-C7)-alkylene group may be mono- or polysubstituted by halogen and the respective halogen substituents may be identical or different,
• R8, R9, R10 and R11, independently of one another, are in each case selected from the group consisting of hydrogen, halogen, cyano, nitro, (C1-C6)-alkyl, (C1-C6)-alkylcarbonyl, (C1-C6)-alkyloxycarbonyl, (C1-C6)-alkylaminocarbonyl, (C1-C6)-dialkylaminocarbonyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C2-C6)-alkynylcarbonyl, (C2-C6)-haloalkynylcarbonyl, (C2-C6)-alkynyloxy, (C2-C6)-haloalkynyloxy, (C2-C6)-alkynyloxycarbonyl and (C2-C6)-haloalkynyloxycarbonyl;
• and
• X is a bond, CH2, O, S, carbonyl, NH, CR12R13 and/or NR14,
• R12 and
• R13 in each case independently of one another are selected from the group consisting of hydrogen, (C1-C6)-alkyl and (C1-C6)-haloalkyl,
• R14 is selected from the group consisting of hydrogen, (C1-C6)-alkyl, and (C1-C6)-haloalkyl,
• provided
• a) that at least one radical of R1, R4, R5, R6, R7, R8, R9, R10 or R11 is not hydrogen if R2 is CF3,
• b) R2 does not denote chloro if R1 is NH2.