Fungicidal triazolopyrimidines, method for the production thereof, use thereof for controlling harmful fungi, and agents containing said fungicidal triazolopyrimidines

A triazolopyrimidine of the formula I

• in which the substituents have the following meanings:
• L1 is C1–C4-alkyl;
• L2 is halogen;
• L3 is hydrogen or halogen;
• X is halogen, cyano, C1–C4-alkyl, C1–C4-alkoxy or C1–C2-haloalkoxy;
• R1, R2 are, independently of one another, hydrogen, C1–C3-alkyl, C1–C10-haloalkyl, C3–C8-cycloalkyl, C2–C10-alkenyl, C4–C10-alkadienyl, C2–C10-alkynyl or C4–C10-alkyl, which has no center of chirality, or C3–C6-cycloalkynyl, phenyl, naphthyl, or a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle, containing one to four heteroatoms from the group consisting of O, N and S,
• R1 and R2 can also, together with the nitrogen atom to which they are bonded, form a five- or six-membered ring which can be interrupted by an atom from the group consisting of O, N and S and/or can carry one or more substituents from the group consisting of halogen, C1–C6-alkyl, Cl–C6-haloalkyl and oxy-C1–C3-alkylenoxy or in which an N and a neighboring C atom can be connected via a C1–C4-alkylene chain;
• wherein R1 and/or R2 can be substituted by one to three identical or different groups Ra:
• Ra is halogen, cyano, nitro, hydroxyl, C1–C6-alkyl, C1–C6-haloalkyl, C1–C6-alkylcarbonyl, C3–C6-cycloalkyl, C1–C6-alkoxy, C1–C6-haloalkoxy, C1–C6-alkoxycarbonyl, C1–C6-alkylthio, C1–C6-alkylamino, di(C1–C6-alkyl)amino, C2–C6-alkenyl, C2–C6-alkenyloxy, C3–C6-alkynyloxy, C3–C6-cycloalkyl, phenyl, naphthyl or a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle, containing one to four heteroatoms from the group consisting of O, N and S,
• wherein these aliphatic, alicyclic or aromatic groups, for their part, can be partially or completely halogenated or can carry one to three groups Rb:
• Rb is halogen, cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, alkyl, haloalkyl, alkenyl, alkenyloxy, alkynyloxy, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamino, formyl, alkylcarbonyl, alkylsulfonyl, alkylsulfoxyl, alkoxycarbonyl, alkylcarbonyloxy, alkylaminocarbonyl, dialkylaminocarbonyl, alkylaminothiocarbonyl or dialkylaminothiocarbonyl, wherein the alkyl groups in these radicals contain 1 to 6 carbon atoms and the alkenyl or alkynyl groups mentioned in these radicals contain 2 to 8 carbon atoms;
• and/or one to three of the following radicals:
• cycloalkyl, cycloalkoxy, heterocyclyl or heterocyclyloxy, wherein the cyclic systems contain 3 to 10 ring members;
• aryl, aryloxy, arylthio, aryl-C1–C6-alkoxy, aryl-C1–C6-alkyl, hetaryl, hetaryloxy or hetarylthio, wherein the aryl radicals preferably contain 6 to 10□ring members and the hetaryl radicals contain 5 or 6 ring members, wherein the cyclic systems can be partially or completely halogenated or can be substituted by alkyl or haloalkyl groups.