Chemical compounds
AssigneesSyngenta Crop Protection AG, Syngenta Limited
InventorsAnthony Cornelius O'Sullivan, Jürgen Harry Schaetzer, Christoph Lüthy, Alison Clare Elliott, Christopher John Mathews
Life of this patent
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Abstract
The use of a compound of formula I wherein X is (i), (ii) or (iii) Y is O, S(O)m, NR3, CR5R6, CR5R6—CR7R8, O—CR7R8, S(O)m—CR7R8, NR3—CR7R8, CR5R6—O, CR5R6—S(O)m, CR5R6—NR3, SO2—NR3, NR3—SO2, NR3—O or O—NR3; m is 0, 1, or 2; the ring (T) is a 5- or 6-membered aromatic or heteroaromatic ring; R1 to R10 are specified organic groups and n and is 0, 1, 2, 3 or 4; or salts or N-oxides thereof or compositions containing them in controlling insects, acarines, nematodes or molluscs. Novel compounds are also provided.
Claims3
A compound of formula IC
- wherein
- X is (i), (ii) or (iii)
- Y is O, S(O)m, NR3, CR5R6, CR5R6—CR7R8, O—CR7R8, S(O)m—CR7R8, NR3—CR7R8, CR5R6—O, CR5R6—S(O)m, CR5R6—NR3, SO2—NR3, NR3—SO2, NR3—O or O—NR3;
- m is 0, 1, or 2;
- the ring (T)
- is a 5- or 6-membered aromatic or heteroaromatic ring;
- R1, R2, R5, R6, R7 and R8 are each independently H, OH, halogen, nitro, cyano, rhodano, carboxy, formyl, formyloxy, G-, G-O—, G-S—, G-A-, R21R22N—, R21R22N-A-, G-O-A-, G-S-A-, G-A-O—, G-A-S—, G-A-NR23—, R21R22N-A-O—, R21R22N-A-S—, R21R22N-A-NR23—, G-O-A-O—, G-O-A-S—, G-O-A-NR23—, G-S-A-O, G-S-A-NR23—, or
- R20S(O)(═NR17)—, or two of the groups R1, R2, R5, R6, R7 and R8 attached to the same carbon atom are ═O, ═S, ═NR11 or ═CR12R13, or the groups R1 and R2, R5 and R6 or R7 and R8 together with the carbon atom to which they are attached form a three to six membered ring, containing at least 2 carbon atoms and optionally containing one or two sulfur and/or one or two non-adjacent oxygen atoms or a group NR14, the ring being optionally substituted by C1-C6 alkyl;
- or two of the groups R1, R2, R5, R6, R7 and R8 attached to different atoms together with the atoms they are attached form a three to seven membered ring, that optionally contains one or two sulfur and/or one or two non-adjacent oxygen atoms or a group NR14, the ring being optionally substituted by C1-C6 alkyl or two of the groups R1, R2, R5, R6, R7 and R8 attached to adjacent atoms combine to form a bond;
- R10 is H, OH, cyano, formyl, tri(C1-C6 alkyl)silyl, G-, G-O—, G-S—, G-S—S—, G-A-, R24R25N—, R24R25N—S—, R24R25N-A-, R18N═C(R19)—, G-A-NR69—, R70R71C═N—, G-O-A- or G-S-A-,
- R11 is H, OH, nitro, cyano, formyl, formyloxy, G-, G-O—, G-A-, R36R37N—, G-C(O)—O—, -G-C(O)—NR26—, R36R37N—C(O)O—, G—OC(O)—, G-OC(O)—NR26—;
- R12 and R13 are each independently H, halogen, nitro, cyano, formyl, formyloxy, G-, G-O—, G-S—, G-A-, R40R41N—, R40R41N-A-, G-O-A-, G-A-O—, R40R41N-A-O—, R40R41N-A-S—, G-O-A-O—, G-O-A-S—, G-O-A-NR30—, or R12 and R13 together with the carbon atom to which they are attached form a 3 to 6 membered carbocyclic ring;
- R3, R14, R15 and R16 are each independently H, OH, cyano, formyl, G-, G-O—, G-S—, G-A-, R27R28N—, R27R28N-A-, G-O-A-, G-S-A-, G-A-NR29—, R27R28N-A-NR29—, G-O-A-NR29— or G-S-A-NR29—;
- each R4 is independently OH, halogen, nitro, cyano, azido, rhodano, isothiocyanato, carboxy, formyl, formyloxy, G-, G-O—, G-S—, G-A-, R31R32N—, R31R32N-A-, G-O-A-, G-S-A-, G-A-O—, G-A-S—, G-A-NR33—, R31R32N-A-O—, R31R32N-A-S—, R31R32N-A-NR33—, G-O-A-O—, G-O-A-S—, G-O-A-NR33—, G-S-A-O, G-S-A-NR33—,
- R20S(O)(═NR17)—, R18N═C(R19)—, R44R45P(O)— or R44R45P(S)—, or 2 adjacent groups R4 together with the carbon atoms to which they are attached form a 4, 5, 6, or 7 membered carbocyclic or heterocyclic ring which may be optionally substituted by halogen, or a group R4 together with a group R3, R5 or R9 and the atoms to which they are attached form a 5-7 membered ring optionally containing an NR15 group or an S or O atom, the ring being optionally substituted by C1-C6 alkyl;
- n is 0, 1, 2, 3 or 4;
- R9 is H, formyl, G, G-A-, R34R35N-A-, G-O-A- or G-S-A-, or R9 together with a group R1, R5 or R7 and the atoms to which they are attached may form a three to seven membered ring, that optionally may contain one or two sulfur and/or one or two non-adjacent oxygen atoms or a group NR16;
- R17 is H, G-, G-C(O)—, or G-OC(O)—;
- R18 is H, OH, cyano, nitro, G-, G-O— or R38R39N—;
- R19 is H, cyano, G-, G-O—, G-S— or R42R43N—;
- R20 is C1-6 alkyl, optionally substituted phenyl, optionally substituted benzyl;
- each of the groups R21 to R43 inclusive are independently H or G-, or two R21, R22, R27, R28, R31, R32, R34, R35, R36, R37, R38, R39, R42 or R43 groups, together with the N atom to which they are attached, form a group N═CRaRb (where Ra and Rb are H or C1-6 alkyl) or two R21, R22, R24, R25, R27, R28, R31, R32, R34, R35, R36, R37, R38, R39, R42 or R43 groups, together with the N atom to which they are attached, form a five, six or seven-membered heterocyclic ring which may contain one or two further heteroatoms selected from O, N or S and which may be optionally substituted by one to four C1-6 alkyl groups;
- R44 and R45 are independently C1-6alkyl, C1-6-alkoxy, phenyl, phenoxy;
- G is optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-8 cycloalkyl, optionally substituted C3-8 cycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl or optionally substituted heterocyclyl;
- R69 is H, G-, G-C(O)—, or G-OC(O)—;
- R70 and R71 are independently H, cyano, nitro, G-, G-O—, G-S—, or R70 and R71 together with the carbon atom to which they are attached form a five, six or seven-membered heterocyclic ring which may contain one or two further heteroatoms selected from O, N or S and which may be optionally substituted by one to four C1-6 alkyl groups;
- A is S(O), SO2, C(O) or C(S);
- or salts or N-oxides thereof, provided that the following compounds of the formulae (IC1) to (IC3) are excluded:
- wherein R100 is hydrogen or acetyl, and
- wherein R101, R102, R103 and R104 are hydrogen, R200 and R300 are independently of each other halogen, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylthio, trifluoromethyl or trifluoromethoxy, where s and t are independently of each other 0, 1, 2 or 3, and the total of s+t is not greater than 3.
Dependencies are inferred from the claim text.