Claims
- 1. Compounds of formula I: in whichR1 is C1-C10-alkyl, C1-C6-alkoxy-C1-C6alkyl, C3-C8 -cycloalkyl-C 1-C6-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C4-C10-alkadie C1-C10-fluoroalkyl, trihydrocarbylsilyl, formyl, C1-C10-alkanoyl or C1-C10-alkoxycarbonyl group being attached either to the nitrogen in the 3- or 4-position; R2 is hydrogen, C1-C10-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C4-C10-alkadienyl, C1-C10-haloalkyl, C3-C6-cycloalkyl, C8-C14-bicycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl or heterocyclic groups containing one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom as ring members; R3 is phenyl, C3-C6-cycloalkyl or 5- or 6-membered heteroaryl containing besides carbon atoms one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom as ring members; R4 is halogen, amino, C1-C10-alkoxy, C1-C10-haloalkoxy, C1-C10-alkylamino or di-C1-C10-alkylamino; wherein the bent line indicates that the double bond may be located between the 3- and 9-position or the 4-and 9- position; and the zigzag line indicates that the groups connected may have the (E)- or (Z)-configuration; R1 to R4 groups independently from one another may be unsubstituted or substituted by one to three groups Ra; Ra halogen, nitro, cyano, hydroxy, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C1-C6-haloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, tri-C1-C4-alkylsilyl, phenyl, halo- or dihalophenyl or pyridyl.
- 2. Compounds of formula I: in whichR1 is a straight chained or branched C1-C6-alkyl, C2-C6-alkenyl or formyl, R2 is hydrogen, C1-C10-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C4-C10-alkadienyl, C1-C10-haloalkyl, C3-C6-cycloalkyl, C8-C14-bicycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl or heterocyclic groups containing one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom as ring members; R3 is phenyl, C3-C6-cycloalkyl or 5- or 6-membered heteroaryl containing besides carbon atoms one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom as ring members; R4 is halogen, amino, C1-C10-alkoxy, C1-C10-haloalkoxy, C1-C10-alkylamino or di-C1-C10-alkylamino; wherein the bent line indicates that the double bond may be located between the 3- and 9-position or the 4- and 9-position; and the zigzag line indicates that the groups connected may have the (E)- or (Z)-configuration;R1 to R4 groups independently from one another may be unsubstituted or substituted by one to three groups Ra; Ra halogen, nitro, cyano, hydroxy, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C1-C6-haloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, tri-C1-C4-alkylsilyl, phenyl, halo- or dihalophenyl or pyridyl.
- 3. Compounds of formula I according to claim 1 in which R2 represents a straight chained or branched C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C5-C8-bicycloalkyl or C2-C6-alkenyl.
- 4. Compounds of formula I according to claim 1 in which R3 represents optionally substituted phenyl.
- 5. Compounds of formula I according to claim 1 in which R4 represents halogen.
- 6. Compounds of formula I according to claim 1 in which R3 is an optionally substituted phenyl group of formula: wherein # denotes the bond to the triazolopyrimidino ring and L1 is fluoro, L2 is hydrogen or fluoro, L3 is hydrogen or fluoro or methoxy and L4 is hydrogen, fluoro or chloro.
- 7. A process for the preparation of compounds of formula I as defined in claim 1 which comprises treating compounds of formula II: in which R2, R3 and R4 are as defined in claim 1; with an alkylation agent of formula III:R1—X III in which R1 is as defined in claim 1, and X represents a leaving group,in the presence of a base or a buffer system.
- 8. A fungicidal mixture of a first and a second compound of formula I defined in claim 1 wherein in the first compound R1 is at the 3-position, and in the second compound R1 is at the 4-position.
- 9. A fungicidal composition which comprises a carrier and a fungicidal effective amount of at least one compound of formula I as defined in claim 1.
- 10. A method for controlling harmful fungi, which comprises treating fungi or the materials, plants, the soil or the seed to be protected against fungal attack with a fungicidal composition as claimed in claim 9.
Parent Case Info
This application claims the benefit under 35 USC 119(e) of provisional application 60/211,168 filed Jun. 13, 2000.
US Referenced Citations (8)
Foreign Referenced Citations (6)
Number |
Date |
Country |
0 550 113 |
Jul 1993 |
EP |
0 834 513 |
Apr 1998 |
EP |
2765875 |
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FR |
9846607 |
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Provisional Applications (1)
|
Number |
Date |
Country |
|
60/211168 |
Jun 2000 |
US |