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US 10,246,420 B2Granted
Pyrazole derivatives
AssigneeBayer CropScience AG
InventorsJoachim Telser, Peter Dahmen, Ulrike Wachendorff-Neumann, Pierre Cristau, Philippe Rinolfi
Life of this patent
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Abstract
The present invention relates to novel pyrazole derivatives, to processes for preparing these compounds, to compositions comprising these compounds, and to the use thereof as biologically active compounds, especially for controlling harmful microorganisms in crop protection and in the protection of materials. Further, the present invention also relates to certain intermediates useful for producing said novel pyrazole derivatives.
Claims15
A compound of formula (I)
- and/or one or more tautomers and/or salts thereof, wherein
- R1 is H, CH3, F, Cl, Br, or C1-C4 alkoxy,
- R2 is methyl or ethyl,
- X is a structure element selected from the group consisting of NH, N(CH3), O, S, CH2, CH(OH), and CH(CH3),
- Q1 is a 5- to 7-membered carbocyclic ring, optionally substituted with up to 5 independently selected substituents RQ1;
- or a 5- to 7-membered heterocyclic ring containing ring members selected from the group consisting of C, N, O and S, and containing up to 3 heteroatom ring members independently selected from the group O, S, and N, wherein the heterocyclic ring contains as heteroatom ring members up to 1 O atom, up to 1 S atom, and up to 3 N atoms,
- wherein optionally up to 3 carbon ring members are independently selected from C(═O) and C(═S), and, if present, the sulfur atom ring members are independently selected from S, S(O), or S(O)2,
- wherein the heterocyclic ring is optionally substituted with up to 5 substituents RQ1 on carbon atom heterocyclic ring members and optionally substituted with substituents RN on nitrogen atom heterocyclic ring members, if present, each RQ1 is independently selected from the group consisting of halogen, cyano, nitro, amino, hydroxy, formyl, C1-C6 alkyl, C1-C6haloalkyl, C3-C6 cycloalkyl, C3-C7 halocycloalkyl, C3-C6 heterocyclyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkenyl, C3-C7 alkenylalkoxy, C2-C6 alkenyloxy, C2-C6 alkynyl, C3-C7 alkynylalkoxy, C3-C7 alkynyloxy, C3-C7 cycloalkoxy, C3-C6 halocycloalkoxy, C3-C6 heterocyclyloxy, C1-C3 alkylthio, C1-C3 haloalkylthio, C1-C3 alkylsulfinyl, C1-C3haloalkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylsulfonyl, C1-C2 alkylsulfonyloxy, C1-C2 haloalkylsulfonyloxy, C4-C7 alkylcycloalkyl, C4-C6 cycloalkylalkyl, C2-C3 alkylcarbonyl, C2-C3 alkylcarbonyloxy, C1-C4 alkanoylamino, C2-C3 alkylcarbonylamino, (C1-C6 alkoxy)iminocarbonyl, tri(C1-C4-alkyl)silyl, SCF3, SF5, SCN, isonitrile, CRC═NO—C1-C4 alkyl, —NR1NR2N and optionally substituted phenyl,
- Q2 is a 5- or 6-membered carbocyclic ring, [optionally] substituted with 1 [up] to 5 substituents RQ2;
- or a 5- to 7-membered heterocyclic ring containing ring members selected from the group consisting of C, N, O and S, and containing up to 3 heteroatom ring members independently selected from the group O, S, and N, wherein the heterocyclic ring contains as heteroatom ring members up to 1 O atom, up to 1 S atom, and up to 3 N atoms, wherein optionally up to 3 carbon ring members are independently selected from C(═O) and C(═S), and, if present, the sulfur atom ring members are independently selected from S, S(O), or S(O)2,
- wherein the heterocyclic ring is [optionally] substituted with [up] 1 to 5 substituents RQ2 on carbon atom heterocyclic ring members and optionally substituted with substituents RN on nitrogen atom heterocyclic ring members, if present,
- each RQ2 is independently selected from the group consisting of halogen, cyano, nitro, amino, hydroxy, formyl, C1-C6 alkyl, C1-C6haloalkyl, C3-C6 cycloalkyl, C3-C7 halocycloalkyl, C3-C6 heterocyclyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkenyl, C3-C7 alkenylalkoxy, C2-C6 alkenyloxy, C2-C6 alkynyl, C3-C7 alkynylalkoxy, C3-C7 alkynyloxy, C3-C7 cycloalkoxy, C3-C6 halocycloalkoxy, C3-C6 heterocyclyloxy, C1-C3 alkylthio, C1-C3 haloalkylthio, C1-C3 alkylsulfinyl, C1-C3haloalkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylsulfonyl, C1-C2 alkylsulfonyloxy, C1-C2 haloalkylsulfonyloxy, C4-C7 alkylcycloalkyl, C4-C6 cycloalkylalkyl, C2-C3 alkylcarbonyl, C2-C3 alkylcarbonyloxy, C1-C4 alkanoylamino, C2-C3 alkylcarbonylamino, (C1-C6 alkoxy)iminocarbonyl, tri(C1-C4-alkyl)silyl, SCF3, SF5, SCN, isonitrile, CRC═NO—C1-C4 alkyl, —NR1NR2N and optionally substituted phenyl,
- wherein each RN is independently selected from the group consisting of cyano, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6alkoxy, C2-C6 alkoxyalkyl, C2-C6 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylaminoalkyl and C3-C6 dialkylaminoalkyl, C1-C6 aminoalkyl, benzyl, and SO2RS,
- wherein each RC is independently selected from the group consisting of H and C1-C4 alkyl,
- wherein R1N and R2N each are independently selected from C1-C4 alkyl and C3-C6 cycloalkyl,
- wherein each RS is independently selected from C1-C4 alkyl, C1-C4 haloalkyl, and C3-C6 cycloalkyl,
- wherein each optionally substituted phenyl is independently selected from phenyl substituted with up to 5 radicals selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, (C1-C4)-alkoxy-(C1-C4)-alkoxy, (C1-C4) alkylthio and nitro,
- provided that at least one substituent RQ2 that is present is C3-C7 alkenylalkoxy or C3-C7 alkynylalkoxy.
15 more elements
Dependencies are inferred from the claim text.