Triazolopyrimidines, methods for the production thereof, use thereof for controlling harmful fungi, and substances containing said triazolopyrimidines

A triazolopyrimidine of the formula I

• in which the index and the substituents are as defined below:
• n is 0 or an integer from 1 to 5;
• L is halogen, cyano, hydroxy, cyanato (OCN), C1-C8-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C1-C6-alkoxy, C2-C10-alkenyloxy, C2-C10-alkynyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C3-C6-cycloalkoxy, a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle which contains 1 to 4 heteroatoms from the group consisting of O, N and S;
• —C(═O)-A, —C(═O)—O-A, —C(═O)—N(A′)A, C(A′)(═N-OA), N(A′)A, N(A′)-C(═O)-A, N(A″)-C(═O)—N(A′)A, or S(═O)m-A,
• m is 0, 1 or 2;
• A,A′, A″ independently of one another are hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, where the organic radicals may be partially or fully halogenated or may be substituted by cyano or C1-C4-alkoxy;
• R1 is C1-C10-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C3-C12-cycloalkyl, C3-C10-cycloalkenyl, phenyl, naphthyl, or a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle which is attached via carbon and which contains one to four heteroatoms from the group consisting of O, N and S,
• where L and/or R1 may be partially or fully halogenated or may be substituted by one to four identical or different groups Ra:
• Ra is halogen, cyano, C1-C6-alkyl, C3-C6-cycloalkyl, C5-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-alkylthio, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-alkynyloxy, C2-C10-alkynyl, phenyl, naphthyl, a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle which contains one to four heteroatoms from the group consisting of O, N and S;
• —C(═O)-A, —C(═O)—O-A, —C(═O)—N(A′)A, C(A′)(═N-OA), N(A′)A, N(A′)-C(═O)-A, N(A″)-C(═O)—N(A′)A, or S(═O)m-A,
• where these aliphatic, alicyclic or aromatic groups for their part may be partially or fully halogenated or may carry one to three groups Rb:
• Rb is halogen, cyano, nitro, aminocarbonyl, aminothiocarbonyl, alkyl, haloalkyl, alkenyl, alkenyloxy, alkynyloxy, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamino, formyl, alkylcarbonyl, alkylsulfonyl, alkylsulfoxyl, alkoxycarbonyl, alkylcarbonyloxy, alkylaminocarbonyl, dialkylaminocarbonyl, alkylaminothiocarbonyl, dialkylaminothio-carbonyl, where the alkyl groups in these radicals contain 1 to 6 carbon atoms and the alkenyl or alkynyl groups mentioned contain 2 to 8 carbon atoms in these radicals;
• and/or one to three of the following radicals:
• cycloalkyl, cycloalkoxy, heterocyclyl, heterocyclyloxy, where the cyclic systems contain 3 to 10 ring members;
• aryl, aryloxy, arylthio, aryl-C1-C6-alkoxy, aryl-C1-C6-alkyl, hetaryl, hetaryloxy, hetarylthio, where the aryl radicals preferably contain 6 to 10 ring members and the hetaryl radicals 5 or 6 ring members, where the cyclic systems may be partially or fully halogenated or substituted by alkyl or haloalkyl groups;
• R2 is C1-C4-alkyl, C2-C4-alkenyl or C2-C4-alkynyl, which may be substituted by halogen, cyano, nitro, C1-C2-alkoxy or C1-C4-alkoxycarbonyl;
• and also cyano, chlorine, methoxy;
• and
• R3 is halogen, cyano, C1-C8-alkyl, C1-C4-haloalkyl, hydroxy, C1-C8-alkoxy, C3-C8-alkenyl, C3-C8-alkenyloxy, C1-C8-haloalkoxy, C3-C8-haloalkenyloxy, C3-C8-cycloalkyl, N(A′)A, N(A′)-C(═O)-A or S(═O)m-A.