Imidazo-pyrimidone compounds as pesticides
AssigneeBASF SE
InventorsWolfgang von Deyn, Ashokkumar Adisechan, Rizwan Shabbir Shaikh
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Abstract
The invention relates to a compound of formula (I), wherein the variables are defined in the specification. It also relates to a pesticidal mixture comprising the compound of formula (I); the use of compounds of formula (I) as an agrochemical pesticide; a method for combating or controlling invertebrate pests, a method for protecting growing plants from attack or infestation by invertebrate pests, seed comprising a compound of the formula (I); and the use of a compound of the formula (I) for protecting growing plants from attack or infestation by invertebrate pests.
Claims13
A compound of formula (I)
- wherein
- the rings A and B are fully unsaturated;
- Y is C═X, wherein X is O or S;
- E is N(R3) or C(R4);
- Q is N, N(R5) or C(R6);
- R1 is H, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C1-C6-sulfenyl, C1-C6-sulfinyl, or C1-C6-sulfonyl, which groups are unsubstituted or halogenated;
- R3, R5 are independently C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, which are unsubstituted or halogenated;
- C(═O)ORA, NRBRC, C1-C6-alkylen-NRBRC, O—C1-C6-alkylen-NRBRC, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRBRC, C(═O)NRBRC, C(═O)RD, C(═S)RD, SO2NRBRC, S(═O)mRE;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- R2, R4, R6 are independently H, halogen, N3, CN, NO2, SCN, SF5, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxyx-C1-C4-alkyl, which groups are unsubstituted or substituted with halogen,
- C(═O)ORA, NRBRC, NORA, ONRBRC, C1-C6-alkylen-NRBRC, O—C1-C6-alkylen-NRBRC, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRBRC, C(═O)NRBRC, C(═O)RD, C(═S)RD, SO2NRBRC, S(═O)mRE;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- G is phenyl, or a 5- or 6-membered hetaryl;
- W is S, S(O), or S(O)2;
- RX is —C(CN)R7R8, —C(RO)═N—N(RMRN), —C(RO)═N—O(RL);
- C3-C6-cycloalkyl, which is substituted with CN and which either does not have any further substituents, or which is further substituted with one or more, same or different substituents R9;
- or
- a group of formula (I.1)
- wherein the ring L is a 5- or 6-membered saturated, partially or fully unsaturated carbo- or heterocycle;
- wherein the ring L is a saturated, partially or fully saturated carbo- or heterocycle, which carobo- or heterocycle is unsubstituted or substituted with one or more, same or different substituents R10, and
- wherein said heterocyclic ring contains one or more, same or different and wherein said heteroatoms O and N are oxidized or non-oxidized;
- wherein ring J is partially or fully unsaturated and unsubstituted or substituted with one or more, same or different substituents R11;
- and
- wherein “&” means the connection to the remainder of the molecule at the position of RX in formula (I);
- R7, R8 are independently H, halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C4-alkoxy, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-alkylsulfanyl, C1-C4-alkylsulfanyl-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl or C1-C4-alkoxycarbonyl;
- R9 halogen, CN, NH2, C(═O)H, OH, C3-C6-cycloalkyl, C(═O)OH, C(═O)NH2, C1-C4-haloalkoxy, C1-C4-alkoxy, C1-C4-haloalkylsulfanyl, C1-C4-haloalkylsulfinyl, C1-C4-haloalkylsulfonyl, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, di-(C1-C4)alkylaminocarbonyl, C1-C4-alkylaminocarbonyl, C1-C4-alkylcarbonylamino, di-(C1-C4)alkylcarbonylamino, C1-C4-alkoxycarbonylamino, or a group —C(R91)═NOR92;
- phenyl, which is unsubstituted or substituted with one or more, same or different substituents selected from halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-alkoxy, C1-C4-haloalkylsulfanyl, C1-C4-haloalkylsulfinyl, C1-C4haloalkylsulfonyl and C(═O) C1-C4-haloalkyl;
- C1-C4-alkyl which is unsubstituted or substituted with one or more, same or different substituents R93;
- R91 and R92 are independently H, C1-C4-alkyl, or C1-C4-haloalkyl;
- R93 is halogen, CN, NH2, C(═O)H, OH, C3-C6-cycloalkyl, hydroxycarbonyl, aminocarbonyl, C1-C4-haloalkoxy, C1-C4-alkoxy, C1-C4-haloalkylsulfanyl, C1-C4-haloalkylsulfinyl, C1-C4-haloalkylsulfonyl, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, di-(C1-C4)alkylaminocarbonyl, C1-C4alkylaminocarbonyl, C1-C4-alkylcarbonylamino, di-(C1-C4)alkylcarbonylamino, C1-C4-alkoxycarbonylamino, a group —C(R91)═NOR92;
- each R10, R11 are independently H, halogen, CN, OH;
- C1-C6-alkyl, C3-C6-cycloalkyl, C1-C4-alkoxy, or C1-C4-alkoxy-C1-C4-alkyl, which groups are unsubstituted or halogenated;
- each RA is independently H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substitutents RF;
- each RB is independently H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, C1-C6-alkyl-carbonyl, C1-C6-alkoxy-carbonyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, which groups are unsubstituted or substituted with one or more, same or different substituents RF;
- each RC is independently H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, C1-C6-alkyl-carbonyl, or C1-C6-alkoxy-carbonyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- each moiety NRBRC may also form an N-bound, saturated 5- to 8-membered heterocycle, which in addition to the nitrogen atom may have 1 or 2 further heteroatoms or heteroatom moieties selected from O, S(═O)m and N—R′, wherein R′ is H or C1-C6-alkyl and wherein the N-bound heterocycle is unsubstituted or substituted with one or more, same or different substituents selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
- each RD is independently H, CN, OH, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- each RE is independently C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, which are unsubstituted or substituted with halogen;
- or
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- each RL is independently H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, which groups are unsubstituted or substituted with one or more, same or different substituents selected from halogen and CN;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- each RM is independently H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, C1-C6-alkyl-carbonyl, C1-C6-alkoxy-carbonyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, which groups are unsubstituted or substituted with one or more, same or different substituents RF;
- each RN is independently H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, C1-C6-alkyl-carbonyl, C1-C6-alkoxy-carbonyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- each moiety NRMRN may also form an N-bound, saturated 5- to 8-membered heterocycle, which in addition to the nitrogen atom may have 1 or 2 further heteroatoms or heteroatom moieties selected from O, S(═O)m and N—R′, wherein R′ is H or C1-C6-alkyl and wherein the N-bound heterocycle is unsubstituted or substituted with one or more, same or different substituents selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
- each RO is independently H, CN, OH, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, which groups are unsubstituted or substituted with halogen;
- phenyl or benzyl, wherein the phenyl ring is unsubstituted or substituted with one or more, same or different substituents RF;
- each RF is independently halogen, N3, OH, CN, NO2, SCN, SF5, C1-C6 alkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4 alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6 cycloalkoxy, C3-C6-cycloalkyl-C1-C4 alkyl, C3-C6-cycloalkoxy-C1-C4 alkyl, which groups are unsubstituted or substituted with halogen;
- RW is C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, which groups are halogenated or non-halogenated;
- benzyl, or phenyl, which is unsubstituted or substituted with RF;
- the index n is 1, if G is phenyl or a 6-membered hetaryl;
- or 1, if G is a 5-membered hetaryl;
- and
- the index m is 0, 1, or 2;
- and the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof.
Dependencies are inferred from the claim text.