Pyrimidine derivatives and herbicides containing them

A pyrimidine derivative represented by the formula

• wherein R1 is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C1-C6 alkylcarbonyl C1-C6 alkyl group, a hydroxyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a
• C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C2-C6 alkynyloxy group, a C3-C6 cycloalkyloxy group, a phenyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkyl group, a C1-C4 haloalkoxy group, a cyano group, a nitro group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group or a C1-C6 alkylsulfonyl group), a C1-C6 alkylthio group, a C2-C6 alkenylthio group, a C2-C6 atkynylthio group, a C3-C6 cycloalkylthio group, a C1-C6 alkylsulfinyl group, a C2-C6 alkenylsulfinyl group, a C2-C6 alkynylsulfinyl group, a C3-C6 cycloalkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C2-C6 alkenylsulfonyl group, a C2-C6 alkynylsulfonyl group, a C3-C6 cycloalkylsulfonyl group, a hydroxyalkyl group, a C2-C7 acyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano group, a cyano C1-C6 alkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C1-C6 alkyl group, a C1-C6 alkoxycarbonyl C2-C6 alkenyl group, a carboxyl group, a carboxyl C1-C6 alkyl group, a di C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkoxyimino C1-C6 alkyl group, a hydroxyimino C1-C6 alkyl group, a dioxolanyl group (this group may be substituted by a C1-C6 alkyl group), an aldehyde group, an oxiranyl group, a NR9R10 group or a CONR9R10 group, and R9 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group or a C1-C6 alkylsulfonyl group, and R10 is a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxycarbonyl group or a benzyloxycarbonyl group;
• R2 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C2-C7 acyl group, a cyano group, a di C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkoxyimino C1-C6 alkyl group, a hydroxyimino C1-C6 alkyl group, a a cyano C1-C6 alkyl group, a C1-C6 hydroxyalkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C1-C6 alkyl group, a CR11R12NR9R10 group, a CONR9R10 group, a CR11R12CONR9R10 group or a group represented by the formulae R2-1 or R2-2:
• and wherein X is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a
• C1-C4 haloalkyl group, n is an integer of from 1 to 3, and when n is an integer of 2 or 3, the plurality of X may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group, and each of R11 and R12 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or a C1-C6 alkoxy group;
• R3 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a di C1-C6 alkylamino group, a C3-C6 cycloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano C1-C6 alkyl group, a C3-C6 cycloalkyl C1-C6 alkyl group, an oxiranyl C1-C6 alkyl group or a C1-C6 alkoxycarbonyl C1-C6 alkyl group;
• W is a —C(═Q)Z— group, Q is an oxygen atom or a sulfur atom, Z is an oxygen atom, a sulfur atom, a —NR6— group, a
• —CH2CH2— group, a —CH═CH— group, a —C(R4)R5— group, a
• —C(R4)R5—Q— group, a —Q—C(R4)R5— group, a —C(═Q)— group, a —NR6NR6a group or a —NR6C(R4)R5— group, each of R4 and R5 is a hydrogen atom, a C1-C6 alkyl group, a halogen atom, a C1-C6 alkoxy group or a C1-C6 alkylthio group, each of R6 and R6a is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group or a C2-C6 alkynyl group;
• Ar is a group represented by the formulae Ar to Ar-1 or Ar-2:
• and wherein X′ is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a
• C1-C4 haloalkyl group, n′ is an integer of from 1 to 3, and when n′ is an integer of 2 or 3, the plurality of X′ may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group);
• R7 is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a
• C1-C6 alkoxy group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group or a C3-C6 cycloalkyl group;
• and
• R8 is a hydrogen atom, a C1-C6 alkyl group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group or a C3-C6 cycloalkyl group.

A pyrimidine derivative represented by the formula

• wherein R1 is a halogen atom, a C1-C6 alkyl group, an oxo C1-C6 alkyl group, a hydroxyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C2-C6 alkynyloxy group, a C3-C6 cycloalkyloxy group, a phenyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkyl group, a C1-C4 haloalkoxy group, a cyano group, a nitro group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group or a C1-C6 alkylsulfonyl group), a C2-C6 alkenylthio group, a C2-C6 alkynylthio group, a C3-C6 cycloalkylthio group, a C1-C6 alkylsulfinyl group, a C2-C6 alkenylsulfinyl group, a C2-C6 alkynylsulfinyl group, a C3-C6 cycloalkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C2-C6 alkenylsulfonyl group, a C2-C6 alkynylsulfonyl group, a C3-C6 cycloalkylsulfonyl group, a hydroxyalkyl group, a C2-C7 acyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano group, a cyano C1-C6 alkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C1-C6 alkyl group, a C1-C6 alkoxycarbonyl C2-C6 alkenyl group, a carboxyl group, a carboxyl C1-C6 alkyl group, a di C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkoxyimino C1-C6 alkyl group, a hydroxyimino C1-C6 alkyl group, a dioxolanyl group (this group may be substituted by a C1-C6 alkyl group), an aldehyde group, an oxiranyl group, a NR9R10 group or a CONR9R10 group, and R9 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group or a C1-C6 alkylsulfonyl group, and R10 is a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxycarbonyl group or a benzyloxycarbonyl group;
• R2 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C2-C7 acyl group, a cyano group, a di C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkoxyimino C1-C6 alkyl group, a hydroxyimino C1-C6 alkyl group, a a cyano C1-C6 alkyl group, a C1-C6 hydroxyalkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C1-C6 alkyl group, a CR11R12NR9R10 group, a CONR9R10 group, a CR11R12CONR9R10 group or a group represented by the formulae R2-1 or R2-2:
• and (wherein X is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a C1-C4 haloalkyl group, n is an integer of from 1 to 3, and when n is an integer of 2 or 3, the plurality of X may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group), and each of R11 and R12 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or a C1-C6 alkoxy group;
• R3 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a di C1-C6 alkylamino group, a C3-C6 cycloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano C1-C6 alkyl group, a C3-C6 cycloalkyl C1-C6 alkyl group, an oxiranyl C1-C6 alkyl group or a C1-C6 alkoxycarbonyl C1-C6 alkyl group;
• W is a —SO2— group;
• Ar is a group represented by the formulae Ar-1 or Ar-2:
• and wherein X′ is a hydrogen atom, a halogen atom, an alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a
• C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a
• C1-C4 haloalkyl group, n′ is an integer of from 1 to 3, and when n′ is an integer of 2 or 3, the plurality of X′ may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group;
• R7 is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group or a C3-C6 cycloalkyl group;
• and
• R8 is a hydrogen atom, a C1-C6 alkyl group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group or a C3-C6 cycloalkyl group.

A pyrimidine derivative represented by the formula

• wherein R1 is a halogen atom, a C1-C6 alkyl group, a C1-C6 alkylcarbonyl C1-C6 alkyl group, a hydroxyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C2-C6 alkynyloxy group, a C3-C6 cycloalkyloxy group, a phenyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkyl group, a C1-C4 haloalkoxy group, a cyano group, a nitro group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group or a C1-C6 alkylsulfonyl group), a
• C1-C6 alkylthio group (except for a case where R2 =phenyl group, and W═SO2), a C2-C6 alkenylthio group, a C2-C6 alkynylthio group, a C3-C6 cycloalkylthio group, a C1-C6 alkylsulfinyl group, a C2-C6 alkenylsulfinyl group, a
• C2-C6 alkynylsulfinyl group, a C3-C6 cycloalkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C2-C6 alkenylsulfonyl group, a C2-C6 alkynylsulfonyl group, a C3-C6 cycloalkylsulfonyl group, a C1-C6 hydroxyalkyl group, a C2-C7 acyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano group, a cyano C1-C6 alkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C1-C6 alkyl group, a C1-C6 alkoxycarbonyl C2-C6 alkenyl group, a carboxyl group, a carboxyl C1-C6 alkyl group, a di C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkoxyimino C1-C6 alkyl group, a hydroxyimino C1-C6 alkyl group, a dioxolanyl group (this group may be substituted by a C1-C6 alkyl group), an aldehyde group, an oxiranyl group, a NR9R10 group or a CONR9R10 group, and R9 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group or a C1-C6 alkylsulfonyl group, and R10 is a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxycarbonyl group or a benzyloxycarbonyl group;
• R2 is a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C2-C7 acyl group, a cyano group, a di C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkoxyimino C1-C6 alkyl group, a hydroxyimino C1-C6 alkyl group, a a cyano C1-C6 alkyl group, a C1-C6 hydroxyalkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C1-C6 alkyl group, a CR11R12NR9R10 group, a CONR9R10 group, a CR11R12CONR9R10 group or a group represented by the formulae R2-1 or R2-2:
• and wherein X is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a C1-C4 haloalkyl group, n is an integer of from 1 to 3, and when n is an integer of 2 or 3, the plurality of X may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group, and each of R11 and R12 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or a C1-C6 alkoxy group;
• R3 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a di C1-C6 alkylamino group, a C3-C6 cycloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano C1-C6 alkyl group or a C3-C6 cycloalkyl C1-C6 alkyl group;
• W is a —C(═Q)Z— group or a —SO2— group, Q is an oxygen atom or a sulfur atom, Z is an oxygen atom, a sulfur atom, a —NR6— group, a —C(R)R5— group, a
• —C(R4)R5—Q— group, a —NR6NR6— group or a —NR6C(R4)R5— group, and each of R4 and R5 is a hydrogen atom, a C1-C6 alkyl group, a halogen atom or a C1-C6 alkoxy group, and each of R6 and R6a is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group or a C2-C6 alkynyl group;
• Ar is a group represented by any one of the formulae Ar-1 or Ar-2:
• and wherein X′ is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a
• C1-C4 haloalkyl group, n′ is an integer of from 1 to 3, and when n′ is an integer of 2 or 3, the plurality of X′ may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group;
• R7 is a hydrogen atom or a halogen atom;
• and
• R8 is a hydrogen atom.

A pyrimidine derivative represented by the formula

• wherein R1 is a C1-C6 alkyl group, a C1-C6 alkylcarbonyl C1-C6 alkyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group), a C1-C4 haloalkyl group, a C1-C6 alkoxy group, a phenyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 haloalkyl group, a C1-C4 haloalkoxy group, a cyano group, a nitro group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group or a C1-C6 alkylsulfonyl group), a C1-C6 alkylthio group (except for a case where R2=phenyl group, and W═SO2), a C1-C6 alkylsulfinyl group, a C2-C7 acyl group, a C1-C6 alkoxy C1-C6 alkyl group, a cyano group, a cyano C1-C6 alkyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkoxycarbonyl C2-C6 alkenyl group, a carboxyl group, a di C1-C6 alkoxy C1-C6 alkyl group or a C1-C6 alkoxyimino C1-C6 alkyl group;
• R2 is a C1-C6 alkyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group (this group may be substituted by a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a C1-C4 haloalkyl group) a C2-C7 acyl group, or a group represented by the formula R2-1:
• and wherein X is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a
• C1-C4 haloalkyl group, n is an integer of from 1 to 3, and when n is an integer of 2 or 3, the plurality of X may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group, and R9 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group or a C1-C6 alkylsulfonyl group, and R10 is a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C4 haloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C7 acyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxycarbonyl group or a benzyloxycarbonyl group, and each of R11 and R12 is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or a C1-C6 alkoxy group;
• R3 is a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C3-C6 cycloalkyl group, a C1-C6 alkoxy C1-C6 alkyl group or a cyano C1-C6 alkyl group;
• W is a —C(═Q)Z— group or a —SO2— group, Q is an oxygen atom or a sulfur atom, Z is a —NR6— group, a —C(R4)R5— group, a —C(R4)R5—Q— group, a —NRR6a— group or a —NR6C(R4)R5— group, and each of R4 and R5 is a hydrogen atom, a C1-C6 alkyl group, a halogen atom or a C1-C6 alkoxy group, and each of R6 and R6a is a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group or a C2-C6 alkynyl group;
• Ar is a group represented by formula Ar-1,
• and wherein X′ is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 alkoxy group, a C1-C6 alkoxy C1-C6 alkyl group, a NR9R10 group, a CONR9R10 group, a C1-C4 haloalkoxy group, a C2-C6 alkenyloxy group, a C3-C6 cycloalkyloxy group, a
• C2-C7 acyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsufonyl group, a cyano group, a nitro group or a
• C1-C4 haloalkyl group, n′ is an integer of from 1 to 3, and when n′ is an integer of 2 or 3, the plurality of X′ may be the same or different, and two adjacent lower alkoxy groups may be bonded to each other to form a C1-C3 alkylenedioxy group;
• R7 is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a
• C1-C6 alkoxy group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group or a C3-C6 cycloalkyl group, and
• R8 is a hydrogen atom, a C1-C6 alkyl group, a C1-C6 alkylthio group, a C1-C4 haloalkyl group or a C3-C6 cycloalkyl group.