Novel microbiocides
AssigneeSyngenta Participations AG
InventorsDaniel STIERLI, Ramya RAJAN, Renaud BEAUDEGNIES, Peter RENOLD, Yann AMBACHER
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I) are as defined in the claims, and their use in compositions and methods for the control and/or prevention of microbial infection, particularly fungal infection, in plants and to processes for the preparation of these compounds.
Claims12
A method for controlling or preventing for infestation of plants or plant propagation material and/or harvested food crops susceptible to microbial attack by treating plants or plant propagation material and/or harvested food crops with an effective amount of a benzoxaborole derivative according to formula (I)
- wherein
- R1 is selected from H, fluorine, chlorine, bromine, cyano, nitro, C1-C4alkyl which can be substituted by one to five R9, C1-C4alkoxy which can be substituted by one to five R9, and C1-C4haloalkyl which can be substituted by one to five R9a;
- R2, R3, R4, R5 and R6 are independently selected from H, fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, C1-C6alkyl which can be substituted by one to five R9, C1-C6haloalkyl which can be substituted by one to five R9a, C3-C5cycloalky which can be substituted by one to five R9, C2-C6alkenyl which can be substituted by one to five R9, C2-C6alkynyl which can be substituted by one to five R9, C1-C6alkoxy which can be substituted by one to five R9, and C1-C6haloalkoxy which can be substituted by one to five R9a;
- or R2, R3, R4, R5 and R6 are independently selected from —NR7R8, C3-C6cycloalkyl, —C(O)(OH), —C(O)(C1-4 alkoxy), —C(O)(C1-4 alkyl), —C(O)—NH—(C1-4 alkyl), —C(O)—N(C1-4 alkyl)2, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4alkylthio, C1-C4alkoxy-C1-C4alkyl, C1-C4haloalkoxy, C1-C4alkoximino, —C(O)NH(C1-4 alkyl), —C(O)N(C1-4 alkyl)(C1-4 alkyl), —OC(O)NH(C1-4 alkyl), —OC(O)N(C1-4 alkyl)(C1-4 alkyl), —NHC(O)(C1-4 alkyl), —NHC(O)(C1-4 alkoxy), —N(C1-4 alkyl)C(O)(C1-4 alkyl), —N(C1-4 alkyl)C(O)(C1-4 alkoxy), —OC(O)(C1-4 alkyl), —C(═N—O—(C1-4 alkyl)-H, and —C(═N—O—(C1-4 alkyl)-C1-C4alkyl;
- or R2, R3, R4, R5 and R6 are independently selected from a -X-(6 to 10 membered-aryl) group which can be substituted by one to five substituents selected halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- or R2, R3, R4, R5 and R6 are independently selected from a -X-linked-5- or 6-membered heteroaryl group which comprises one or two or three heteroatoms selected from or two N, O and S which can be substituted by one to five substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- or R2 and R3, R3 and R4, R4 and R5, R5 and R6 can form a five- or six-membered annellated ring which comprises one or two or three heteroatoms selected from N, O and S and this heterocyclic ring can be substituted by one to five substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- R7 and R8 are independently selected from H, —C1-4alkyl —C2-4alkenyl, —C2-4alkynyl or combine with the interjacent nitrogen to form a five- or six-membered ring which may comprise one or two or three heteroatoms selected from N, O or S atoms in addition to the interjacent nitrogen atom this heterocyclic ring can be substituted by one to five substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- R9 is independently selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, —OH, —CN, —NO2;
- R9a is independently selected from C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, —OH, —CN, —NO2;
- X is a direct bond or a bridge selected from —O—, —S(O)m— or —NH—;
- m is 0, 1 or 2;
- or an agronomically acceptable salt or N-oxide thereof.
A compound of formula (I)
- wherein
- R1 is selected from fluorine, chlorine, bromine, cyano, nitro, C1-C4alkyl which can be substituted by one to five R9, C1-C4alkoxy which can be substituted by one to five R9, and C1-C4haloalkyl which can be substituted by one to five R9a;
- R2, R3, R4, R5 and R6 are independently selected from H, fluorine, chlorine, bromine, cyano, nitro, amino, hydroxyl, C1-C6alkyl which can be substituted by one to five R9, C1-C6haloalkyl which can be substituted by one to five R9a, C3-C5cycloalky which can be substituted by one to five R9, C2-C6alkenyl which can be substituted by one to five R9, C2-C6alkynyl which can be substituted by one to five R9, C1-C6alkoxy which can be substituted by one to five R9, and C1-C6haloalkoxy which can be substituted by one to five R9a;
- or R2, R3, R4, R5 and R6 are independently selected from —NR7R8, C3-C6cycloalkyl, —C(O)(OH), —C(O)(C1-4 alkoxy), —C(O)(C1-4 alkyl), —C(O)—NH—(C1-4 alkyl), —C(O)—N(C1-4 alkyl)2, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4alkylthio, C1-C4alkoxy-C1-C4alkyl, C1-C4haloalkoxy, C1-C4alkoximino, —C(O)NH(C1-4 alkyl), —C(O)N(C1-4 alkyl)(C1-4 alkyl), —OC(O)NH(C1-4 alkyl), —OC(O)N(C1-4 alkyl)(C1-4 alkyl), —NHC(O)(C1-4 alkyl), —NHC(O)(C1-4 alkoxy), —N(C1-4 alkyl)C(O)(C1-4 alkyl), —N(C1-4 alkyl)C(O)(C1-4 alkoxy), —OC(O) (C1-4 alkyl), —C(═N—O—(C1-4 alkyl)-H, and —C(═N—O—(C1-4 alkyl)-C1-C4alkyl;
- or R2, R3, R4, R5 and R6 are independently selected from a -X-(6 to 10 membered-aryl) group which can be substituted by one to five substituents selected halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- or R2, R3, R4, R5 and R6 are independently selected from a -X-linked-5- or 6-membered heteroaryl group which comprises one or two or three heteroatoms selected from or two N, O and S which can be substituted by one to five substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- or R2 and R3, R3 and R4, R4 and R5, R5 and R6 can form a five- or six-membered annellated ring which comprises one or two or three heteroatoms selected from N, O and S and this heterocyclic ring can be substituted by one to five substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- R7 and R8 are independently selected from H, —C1-4alkyl —C2-4alkenyl, —C2-4alkynyl or combine with the interjacent nitrogen to form a five- or six-membered ring which may comprise one or two or three heteroatoms selected from N, O or S atoms in addition to the interjacent nitrogen atom this heterocyclic ring can be substituted by one to five substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, —CN, —NO2, —NR6R7, C3-C6cycloalkyl;
- R9 is independently selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, —OH, —CN, —NO2;
- R9a is independently selected from C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, —OH, —CN, —NO2;
- X is a direct bond or a bridge selected from —O—, —S(O)m— or —NH—;
- m is 0, 1 or 2;
- or an agronomically acceptable salt or N-oxide thereof.
A compound Compounds of formula (VIII)
- wherein
- HAL is halogen;
- and R1 is H, fluorine, chlorine, bromine, cyano, nitro, C1-C4alkyl, C1-C4alkoxy, or C1-C4haloalkyl.
(canceled)
Dependencies are inferred from the claim text.