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US 2021/0267204 A1Published application
Microbiocidal oxadiazole derivatives
AssigneeSyngenta Crop Protection AG
InventorsThomas James HOFFMAN, Daniel STIERLI, Thomas PITTERNA, Ramya RAJAN
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I), wherein the substituents are as defined in claim 1, useful as pesticides, especially as fungicides.
Claims15
A compound of formula (I):
- wherein
- A is A-1, A-2, A-3, or A-4,
- wherein A-1, A-2, A-3 and A-4 are optionally substituted by one or two independently selected halogen groups;
- R1 and R2 are independently selected from hydrogen, methyl, and cyano;
- or
- R1 and R2, together with the carbon atom to which they are bonded, form a cyclopropyl ring;
- Z represents a 5-membered heteroaryl ring containing 1 ring nitrogen, wherein the heteroaryl optionally comprises 1, 2 or 3 additional ring members independently selected from O, S, or N, and wherein the heteroaryl is substituted by one R3 group and optionally substituted by one additional group selected from hydroxy, amino, formyl, acyl, cyano, halogen, methyl, trifluoromethyl, methoxy, or N,N-dimethylamino, and wherein the heteroaryl ring is bound to the rest of the molecule through a ring nitrogen;
- R3 represents —C(S)N(R4)(R5) wherein:
- R4 represents hydrogen, C1-6alkyl, cyanoC1-6alkyl, C3-5alkenyl, C3-5alkynyl, C1-4haloalkyl, C3-4haloalkenyl, C1-4alkoxy, C1-2alkoxyC1-3alkyl, C2-3haloalkoxy, C3-5alkenyloxy, C3-5alkynyloxy, N—C1-3alkylamino, or N,N-diC1-2alkylamino;
- or
- R4 represents C3-5cycloalkyl, C3-5cycloalkylC1-2alkyl, phenyl, phenylC1-2alkyl, heterocyclyl, or heterocyclylC1-2alkyl, wherein the heterocyclyl moiety is a 4- to 6-membered non-aromatic ring which comprises 1 or 2 heteroatoms independently selected from N, O or S, with the proviso that the heterocyclyl cannot contain 2 contiguous atoms selected from O and S, heteroaryl or heteroarylC1-2alkyl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3, or 4 heteroatoms individually selected from N, O and S, and wherein the cycloalkyl, phenyl, heterocyclyl or heteroaryl is optionally substituted by 1 or 2 substituents, which may be the same or different, selected from hydroxy, amino, formyl, acyl, cyano, halogen, methyl, trifluoromethyl, methoxy, or N,N-dimethylamino, and wherein, when R4 contains a cycloalkyl or heterocyclyl, these cycles may optionally contain 1 group selected from C(O) or S(O)2;
- R5 represents hydrogen, methyl, ethyl, propyl, prop-2-enyl, prop-2-ynyl, cyclopropyl, or cyclopropylmethyl;
- or
- R4 and R5, together with the nitrogen atom they share, form a heterocyclyl ring, wherein the heterocyclyl moiety is a 4- to 6-membered non-aromatic ring which optionally comprises 1 or 2 additional heteroatoms independently selected from N, O or S, and is optionally substituted by 1 or 2 groups selected from halogen, methyl, ethyl, or methoxy;
- or
- R3 represents -L1-N(R6)C(S)R7, wherein L1 represents a direct bond or a C1-2alkylene;
- R6 represents hydrogen, C1-6alkyl, C3-5alkenyl, C3-5alkynyl, C1-4haloalkyl, C3-4haloalkenyl, C1-4alkoxy, C1-2alkoxyC1-3alkyl, C2-3haloalkoxy, C3-5alkenyloxy, C3-5alkynyloxy, N—C1-3alkylamino, or N,N-diC1-2alkylamino;
- or
- R6 represents C3-5cycloalkyl, C3-5cycloalkylC1-2alkyl, phenyl, phenylC1-2alkyl, heterocyclyl, or heterocyclylC1-2alkyl, wherein the heterocyclyl moiety is a 4- to 6-membered non-aromatic ring which comprises 1 or 2 heteroatoms independently selected from N, O or S, with the proviso that the heterocyclyl cannot contain 2 contiguous atoms selected from O and S, heteroaryl or heteroarylC1-2alkyl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring which comprises 1, 2, 3, or 4 heteroatoms individually selected from N, O and S;
- and wherein the cycloalkyl, phenyl, heterocyclyl or heteroaryl is optionally substituted by 1 or 2 substituents, which may be the same or different, selected from hydroxyl, amino, formyl, acyl, cyano, halogen, methyl, trifluoromethyl, methoxy, or N,N-dimethylamino, and wherein, when R6 contains a cycloalkyl or heterocyclyl, these cycles optionally contain 1 group selected from C(O) or S(O)2;
- R7 represents hydrogen, methyl, ethyl, propyl, prop-2-enyl, prop-2-ynyl, cyclopropyl, cyclopropylmethyl, or C1-2alkoxyC1-3alkyl;
- or
- R6 and R7 are combined to form a heterocyclyl ring, wherein the heterocyclyl moiety is a 4- to 6-membered non-aromatic ring which optionally comprises 1 or 2 additional heteroatoms independently selected from N, O or S, and is optionally substituted by 1 or 2 groups selected from halogen, methyl, ethyl, or methoxy;
- or a salt or N-oxide thereof.
21 more elements
Dependencies are inferred from the claim text.