Herbicidal compounds

A compound of Formula (I):

• or an agronomically acceptable salt thereof,
• wherein:
• —
• X is O or S;
• A1 is CH or N;
• A2 is N or CR3;
• A3 is N or CR4;
• A4 is N or CR5;
• A5 is N or CH;
• wherein
• R1 is selected from the group consisting of C1-C6 alkyl, C1-C6 haloalkyl and C1-C6alkoxy-C1-C3alkyl;
• R2 is selected from the group consisting of hydrogen, C1-C6alkyl, C1-C6haloalkyl, C1-C3alkoxy-C1-C3alkyl, C1-C3haloalkoxy-C1-C3alkyl, C1-C3 alkoxy-C1-C3alkoxy-C1-C3-alkyl, C1-C3alkoxy-C1-C3-haloalkyl, C1-C3-alkoxy-C1-C3-alkoxy-C1-C3-haloalkyl, C4-C6-oxasubstituted cycloalkoxy-C1-C3-alkyl, C4-C6-oxasubstitutedcycloalkyl-C1-C3-alkoxy-C1-C3-alkyl, C4-C6-oxasubstitutedcycloalkoxy-C1-C3-haloalkyl, C4-C6-oxasubstitutedcycloalkyl-C1-C3-alkoxy-C1-C3-haloalkyl, (C1-C3 alkanesulfonyl-C1-C3 alkylamino)-C1-C3 alkyl, (C1-C3 alkanesulfonyl-C3-C4cycloalkylamino)-C1-C3alkyl, C1-C6alkylcarbonyl-C1-C3alkyl, C3-C6cycloalkyl-C2-C6alkenyl, C2-C6alkynyl, C2-C6-alkenyl, C2-C6-haloalkenyl, cyano-C1-C6-alkyl, arylcarbonyl-C1-C3-alkyl (wherein the aryl may be optionally substituted with one or more substituents from the group consisting of halogen, C1-C3-alkoxy, C1-C3-alkyl, C1-C3 haloalkyl), aryl-C1-C6alkyl, aryloxy-C1-C6alkyl (wherein both cases the aryl may be optionally substituted with one or more substituents from the group consisting of halogen, C1-C3-alkoxy, C1-C3-alkyl, C1-C3 haloalkyl), and a three- to ten-membered mono- or bicyclic ring system, which may be aromatic, saturated or partially saturated and can contain from 1 to 4 heteroatoms each independently selected from the group consisting of nitrogen, oxygen and sulphur the ring system being optionally substituted by one or more substituents selected from the group consisting of C1-C3alkyl, C1-C3haloalkyl, C2-C3alkenyl, C2-C3alkynyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C6alkyl-S(O)p-, C1-C6haloalkyl-S(O)p-, aryl, aryl-S(O)p, heteroaryl-S(O)p, aryloxy, heteroaryloxy, C1-C3 alkoxycarbonyl, C1-C3 alkylamino-S(O)p-, C1-C3 alkylamino-S(O)p-C1-C3 alkyl, C1-C3 dialkylamino-S(O)p-, C1-C3 dialkylamino-S(O)p-C1-C3 alkyl, C1-C3 alkylaminocarbonyl-, C1-C3 alkylaminocarbonyl-C1-C3 alkyl, C1-C3 dialkylaminocarbonyl, C1-C3 dialkylaminocarbonyl-C1-C3 alkyl, C1-C3 alkylcarbonylamino, C1-C3 alkyl-S(O)p-amino, halogen, cyano and nitro;
• the heteroaryl substituents containing one to three heteroatoms each independently selected from the group consisting of oxygen, nitrogen and sulphur, and wherein the aryl or heteroaryl component may be optionally substituted by one or more substituents selected from the group consisting of halogen, C1-C3alkyl, C1-C3haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, phenyl, cyano and nitro;
• R3 is selected from the group consisting of hydrogen, halogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl-C1-C3alkyl, C3-C6cycloalkyl-C2-C6alkenyl-, C3-C6alkynyl, C2-C6-alkenyl, C1-C6alkoxy C1-C6alkyl, cyano-C1-C6-alkyl, arylcarbonyl-C1-C3-alkyl (wherein the aryl may be optionally substituted with one or more substituents selected from the group consisting of halogen, C1-C3-alkoxy, C1-C3-alkyl, C1-C3 haloalkyl), aryl-C1-C6alkyl (wherein the aryl may be optionally substituted with one or more substituents from the group consisting of halogen, C1-C3-alkoxy, C1-C3-alkyl, C1-C3 haloalkyl), C1-C6alkoxy C1-C6alkoxy C1-C6alkyl, aryl, a 5 or 6-membered heteroaryl, a 5 or 6-membered heteroaryl-C1-C3-alkyl and heterocyclyl-C1-C3-alkyl, the heteroaryl or heterocyclyl containing one to three heteroatoms each independently selected from the group consisting of oxygen, nitrogen and sulphur, and wherein the aryl, heterocyclyl or heteroaryl component may be optionally substituted by one or more substituents from the group consisting of halogen, C1-C3alkyl, C1-C3haloalkyl and C1-C3 alkoxy, cyano and nitro;
• R4 is selected from the group consisting of hydrogen, cyano, nitro, halogen, hydroxyl, sulfhydryl, C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6alkenyl, aryl-C2-C6alkenyl, C2-C6alkynyl, C1-C6alkoxy, C4-C7 cycloalkoxy, C1C6haloalkoxy, C1-C6alkyl-S(O)p, C3-C6cycloalkyl-S(O)p C1-C6haloalkyl-S(O)p, C3-C6halocycloalkyl-S(O)p, C1-C6alkylcarbonylamino, (C1-C6alkylcarbonyl)C1-C3alkylamino, (C3-C6cycloalkylcarbonyl)amino, (C3-C6cycloalkylcarbonyl)C1-C3alkylamino, arylcarbonylamino, (arylcarbonyl)-C1-3alkylamino, (heteroarylcarbonyl)amino, (heteroarylcarbonyl)C1-C3alkylamino, amino, C1-C6alkylamino, C2-C6dialkylamino, C2-C6alkenylamino, C1-C6alkoxy-C2-C6-alkylamino, (C1-C6alkoxy-C2-C4-alkyl)-C1-C6-alkylamino, C3-C6 cycloalkylamino, C3-C6 cyclohaloalkylamino, C1-C3alkoxy-C3-C6 cycloalkylamino, C3-C6 alkynylamino, dialkylamino in which the substituents join to form a 4-6 membered ring optionally containing oxygen optionally substituted by C1-C3-alkoxy and/or halogen, C2-C6dialkylaminosulfonyl, C1-C6alkylaminosulfonyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkoxy-C2-C6alkoxy, C1-C6alkoxy-C2-C6 alkoxy-C1-C6-alkyl, C3-C6alkenyl-C2-C6alkoxy, C3-C6alkynyl-C1-C6alkoxy, C1-C6alkoxycarbonyl, C1-C6alkylcarbonyl, C1-C6alkylenyl-S(O)p-R7, C1-C4alkylenyl-CO2—R7, C1-C4alkylenyl-(CO)N—R7R7, aryl, aryl C1-C3alkyl, aryl-S(O)p, heteroaryl-S(O)p, aryloxy a 5 or 6-membered heteroaryl, heteroaryl C1-C3 alkyl and heteroaryloxy, the heteroaryl containing one to three heteroatoms, each independently selected from the group consisting of oxygen, nitrogen and sulphur, wherein the aryl or heteroaryl component may be optionally substituted by one or more substituents selected from the group consisting of C1-C3alkyl, C1-C3haloalkyl, C1-C3 alkoxy, C1-C3haloalkoxy, halo, cyano and nitro;
• R5 is selected from the group consisting of hydrogen, fluorine, chlorine, hydroxyl, C1-C3 haloalkyl and methyl;
• R6 is selected from the group consisting of hydrogen, chlorine, fluorine and methyl;
• R7 is independently selected from the group consisting of hydrogen and C1-C6alkyl;
• and
• p=0, 1 or 2.