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US 12,677,832 B2Granted
Oxadiazole compounds for controlling or preventing phytopathogenic fungi
AssigneePi Industries Ltd.
InventorsParas Raybhan Bhujade, Maruti N Naik, Rajesh Pawar, Yogesh Kashiram Belkar, Santosh Shridhar Autkar, Ruchi Garg, Vishwanath Gade, Alexander G. M. Klausener, Shantanu Ganesh Kulkarni, Karan Rathore
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Abstract
The present invention discloses a compound of formula (I), wherein, R1, L1, A, L2, W1, R2f, R3f, Q, and R10 are as defined in the detailed description. The present invention also relates to a process for preparing the compound of formula (I).
Claims14
A compound of formula (I),
- wherein,
- R1 is C1-C2-haloalkyl;
- L1 is a direct bond;
- L2 is a direct bond-;
- A is an aromatic carbocyclic ring or 5- or 6-membered aromatic heterocyclic ring, wherein the heteroatoms of the aromatic heterocyclic ring are selected from N, O and S;
- and ring A is optionally substituted with one or more identical or different groups of RA;
- RA is selected from the group consisting of hydrogen, halogen, cyano, amino, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkylalkyl, C1-C6-haloalkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-hydroxyalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxy, or C1-C6-haloalkoxy;
- R4b is selected from the group of consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, and C1-C6-haloalkoxy;
- R2d, R3d, R2f and R3f are independently selected from the group consisting of hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
- W1 is O;
- Q is O, S(═O)0-2, S(═O)0-1(═NR4b), NR4b, -N═S(=NR8a)(R8b)-;
- or -N═S(═O)0-1(R8c)-;
- R8a, R8b and R8c are independently selected from hydrogen, halogen, hydroxy, cyano, C1-C6-alkyl, C2-C6-alkenyl, C2-C8-alkynyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylamino, di-C1-C6-alkylamino, C3-C8-cycloalkylamino, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C6-cycloalkylsulfonyl, C3-C8-cycloalkylsulfinyl, or —OR12
- R10 is selected from the group consisting of hydrogen, halogen, hydroxy, cyano, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, C3-C-cycloalkyl-C1-C6-alkyl, C3-C-cycloalkyl-C3-C8-cycloalkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C8-cycloalkyl-C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, C3-C8-cycloalkoxy-C1-C6-alkyl, C1-C6-alkylamino-C1-C6-alkyl, di-C1-C6-alkylamino-C1-C6-alkyl, C1-C6-haloalkylamino-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-hydroxyalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C6-cycloalkylsulfinyl, C1-C6-alkylsulfonylamino, C1-C6-haloalkylsulfonylamino, C1-C6-cyanoalkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, C3-C8-cycloalkyl-C1-C6-alkylamino, C1-C6-haloalkoxyamino, C1-C6-alkylcarbonyl-C1-C6-alkylamino, C1-C6-haloalkylcarbonyl-C1-C6-alkylamino, C1-C6-alkoxycarbonyl-C1-C6-alkylamino, C1-C6-alkoxy-C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonylalkoxy, C3-C8-cycloalkyl-C1-C6-alkylamino-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkoxycarbonyl, C3-C8-halocycloalkoxy-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-haloalkyl, C1-C6-haloalkoxy-C1-C6-haloalkyl, cyano(C1-C6-alkoxy)-C1-C6-alkyl, C1-C6-alkoxysulfonyl, C3-C8-halocycloalkoxycarbonyl, C1-C6-alkyl-C3-C8-cycloalkylcarbonyl, C3-C8-halocycloalkylcarbonyl, —OR12, —NR13R14, nitro, —SH, —C(═O)R15, —C(═O)OR12, —C(═O)NR13R14, —NR13C(═O)R15, —SO2R15, —SO2NR12R13, and Z1Q1;
- Z1 is a direct bond, CR2dR3d, NH, O, C(O), or S(O)0-2;
- Q1 is selected from phenyl, benzyl, naphthalenyl, a 5- or 6-membered heteroaromatic ring, or an 8- to 11-membered heteroaromatic fused ring system;
- wherein the heteroatom of the heteroaromatic rings is selected from N, O or S, and each ring or ring system may be optionally substituted with one or more groups of R7;
- or
- Q1 is selected from a 3- to 7-membered non-aromatic carbocyclic ring, a 4-, 5-, 6- or 7-membered non-aromatic heterocyclic ring, or an 8- to 15-membered non-aromatic fused ring system, wherein the heteroatom of the non-aromatic rings is selected from N, O or S(O)0-2, and C ring member of the non-aromatic carbocylic or non-aromatic heterocyclic rings or ring systems may be replaced with C(O) and each ring or ring system may be optionally substituted with one or more groups of R7;
- R7 is selected from hydrogen, halogen, hydroxy, cyano, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylamino, di-C1-C6-alkylamino, C3-C8-cycloalkylamino, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkylsulfinyl, or —OR12;
- or
- R4b and R10 together with the atoms to which they are attached may form 3- to 8-membered non-aromatic heterocyclic ring or ring system, wherein the said heterocyclic ring or ring system optionally contains one or two additional heteroatom selected from the group consisting of N, O and S(O)0-2, and C ring member of the heterocyclic ring or ring system may be replaced with C(O), and said heterocyclic ring or ring system may be optionally substituted with halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
- R12 is selected from the group consisting of C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl;
- R13 and R14 are independently selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, phenyl and 5- or 6-membered heterocyclic ring;
- wherein said phenyl, or 5- or 6-membered heterocyclic ring may be optionally substituted with halogen, C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxy;
- or
- R13 and R14 together with the N atom to which they are attached may form a 3- to 7-membered heterocyclic ring;
- wherein the said heterocyclic ring optionally comprises an additional heteroatom selected from N, O or S(O)0-2, and C ring member of the heterocyclic ring may be replaced with C(O), wherein the said heterocyclic ring may be optionally substituted with halogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy;
- R15 represents hydrogen, hydroxy, halogen, amino, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, phenyl, 5- or 6-membered heterocyclic ring, wherein said phenyl, or 5- to 6-membered heterocyclic ring may be optionally substituted with halogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy,
- or agriculturally acceptable salts thereof.
27 more elements
Dependencies are inferred from the claim text.