2-Substitutued triazolopyrimidines, methods and intermediate products for the production thereof, the use of the same controlling pathogenic fungi, and agents containing said compounds

A 2-substituted triazolopyrimidine of the formula I

• in which the substituents are as defined below:
• L independently of one another are halogen, cyano, nitro, C1-C6-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C1-C6-haloalkyl, C2-C10-haloalkenyl, C1-C6-alkoxy, C2-C10-alkenyloxy, C2-C10-alkynyloxy, C1-C6-haloalkoxy, —C(═O)-A or S(═O)pA′;
• A is hydrogen, hydroxyl, C1-C8-alkyl, C2-C8-alkenyl, C1-C8-alkoxy, C1-C6-haloalkoxy, C1-C8-alkylamino or di-(C1-C8-alkyl)amino;
• A′ is hydrogen, C1-C8-alkyl or C1-C6-haloalkyl;
• p is 0, 1 or 2;
• m is 0, 1, 2, 3, 4 or 5;
• X is cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C2-haloalkoxy;
• R1,R2 independently of one another are hydrogen, C1-C8-alkyl, C1-C8-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C2-C8-alkenyl, C4-C10-alkadienyl, C2-C8-haloalkenyl, C3-C6-cycloalkenyl, C2-C8-alkynyl, C2-C8-haloalkynyl or C3-C6-cycloalkynyl, phenyl, naphthyl, or 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,
• R1 and R2 together with the nitrogen atom to which they are attached may also form a five- or six-membered ring which may be interrupted by an atom from the group consisting of O, N and S and/or may carry one or more substituents from the group consisting of halogen, C1-C6-alkyl, C1-C6-haloalkyl and oxy-C1-C3-alkyleneoxy or in which a nitrogen atom and an adjacent carbon atom may be linked by a C1-C4-alkylene chain;
• where R1 and/or R2 may be substituted by one to four 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-alkylamino, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-alkynyloxy, C3-C6-cycloalkyl, 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,
• 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, 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, dialkylaminothiocarbonyl, where the alkyl groups in these radicals contain 1 to 6 carbon atoms and the alkenyl or alkynyl groups in these radicals contain 2 to 8 carbon atoms;
• 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;
• and
• R3 is cyano, hydroxyl, C1-C8-alkoxy, C3-C8-alkenyloxy, C1-C8-haloalkoxy, C3-C8-haloalkenyloxy, NR1R2 or S(O)nR31;
• n is 0, 1 or 2;
• R31 is hydrogen, hydroxyl, C1-C8-alkyl, C2-C8-alkenyl or —C(═O)-A.