Fused heterocyclic compound

Patent metadata

Field	Value
Publication number	US-9120792-B2
Application number	US-201314403224-A
Country	US
Kind code	B2
Filing date	May 23, 2013
Priority date	May 31, 2012
Publication date	Sep 1, 2015
Grant date	Sep 1, 2015

Abstract

A compound represented by formula (1) and an N-oxide thereof have excellent pest control effect. (In the formula, Het to which R 1 —S(O) n is bonded represents a five-membered aromatic heterocyclic ring represented by formula H1, H2, H3 or H4 (wherein Y 1 represents an oxygen atom or the like; Y 2 represents an oxygen atom or the like; G 1 , G 2 and G 3 may be the same or different and each represents a nitrogen atom or the like; R 1 represents a C 1 -C 6 alkyl group which may have one or more atoms or groups selected from the group X, or the like; and n represents 0, 1 or 2); A 1 represents an oxygen atom or the like; A 2 represents a nitrogen atom or the like; A 3 represents a nitrogen atom or the like; and R 2 and R 3 may be the same or different and each represents a C 1 -C 6 chain hydrocarbon group which may have one or more atoms or groups selected from the group X, or the like.).

First claim

The invention claimed is:

1. A compound represented by formula (1) or an N-oxide thereof,

wherein
Het to which R 1 —S(O) n is bonded represents a 5-membered aromatic heterocyclic group represented by the following formula H1, H2, H3 or H4:

wherein
Y 1 represents an oxygen atom, a sulfur atom, or NR 4 ;
Y 2 represents an oxygen atom, a sulfur atom, or NR 5 ;
G 1 , G 2 and G 3 are the same or different and represent CR 6 or a nitrogen atom;
R 1 represents a C1 to C6 alkyl group optionally having one or more atoms or groups selected from group X, a C2 to C6 alkenyl group optionally having one or more atoms or groups selected from group X, a C2 to C6 alkynyl group optionally having one or more atoms or groups selected from group X, or a C3 to C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group Y;
R 4 and R 6 are the same or different and represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a phenyl group optionally having one or more atoms or groups selected from group Z, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group Z, OR 7 , S(O) m R 7 , S(O) 2 NR 7 R 8 , NR 7 R 8 , NR 7 CO 2 R 8 , NR 7 C(O)R 8 , CO 2 R 7 , C(O)R 8 , C(O)NR 7 R 8 , SF 5 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R 5 represents a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group Z, OR 12 , S(O) p R 12 , S(O) 2 NR 12 R 13 , NR 12 R 13 , NR 12 CO 2 R 13 , NR 12 C(O)R 13 , CO 2 R 12 , C(O)R 12 , C(O)NR 12 R 13 , SF 5 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R 7 , R 8 , R 12 and R 13 are the same or different and represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, or a hydrogen atom;
each m independently represents 0, 1, or 2;
n represents 0, 1, or 2; and
each p independently represents 0, 1, or 2;
wherein, when m is 1 or 2 in S(O) m R 7 , R 7 does not represent a hydrogen atom, and when p is 1 or 2 in S(O) p R 12 , R 12 does not represent a hydrogen atom,
A 1 represents an oxygen atom, a sulfur atom, or NR 9 ;
A 2 represents a nitrogen atom or CR 10 ;
A 3 represents a nitrogen atom or CR 11 ;
R 2 and R 3 are the same or different and represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a phenyl group optionally having one or more atoms or groups selected from group Z, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group Z, OR 14 , S(O) q R 14 , S(O) 2 NR 14 R 15 , NR 14 R 15 , NR 14 CO 2 R 15 , NR 14 C(O)R 15 , CO 2 R 14 , C(O)R 15 , SF 5 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R 9 represents a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a C1 to C6 chain hydrocarbon group having one phenyl group (wherein the phenyl group optionally has one or more atoms or groups selected from group Z), a C1 to C6 chain hydrocarbon group having one 5- or 6-membered heterocyclic group (wherein the 5- or 6-membered heterocyclic group optionally has one or more atoms or groups selected from group Z), CO 2 R 16 , C(O)R 16 , a C3 to C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group Y, or a hydrogen atom;
R 10 and R 11 are the same or different and represent a C1 to C6 chain hydrocarbon group optionally having one or more halogen atoms, OR 17 , S(O) r R 17 , NR 17 R 18 , CO 2 R 17 , C(O)R 17 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R 14 , R 15 , R 16 , R 17 and R 18 are the same or different and represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, or a hydrogen atom;
each q independently represents 0, 1, or 2; and
each r independently represents 0, 1, or 2;
wherein R 2 and R 3 do not simultaneously represent a hydrogen atom;
when q is 1 or 2 in S(O) q R 14 , R 14 does not represent a hydrogen atom;
when r is 1 or 2 in S(O) r R 17 , R 17 does not represent a hydrogen atom; and
wherein Group X is a group consisting of C1 to C6 alkoxy groups optionally having one or more halogen atoms, C2 to C6 alkenyloxy groups optionally having one or more halogen atoms, C2 to C6 alkynyloxy groups optionally having one or more halogen atoms, C1 to C6 alkylthio groups optionally having one or more halogen atoms, C1 to C6 alkylsulfinyl groups optionally having one or more halogen atoms, C1 to C6 alkylsulfonyl groups optionally having one or more halogen atoms, C2 to C6 alkylcarbonyl groups optionally having one or more halogen atoms, C2 to C6 alkoxycarbonyl groups optionally having one or more halogen atoms, C3 to C6 cycloalkyl groups optionally having one or more halogen atoms or one or more C1 to C3 alkyl groups, cyano groups, hydroxy groups, and halogen atoms;
Group Y is a group consisting of C1 to C6 chain hydrocarbon groups optionally having one or more halogen atoms, C1 to C6 alkoxy groups optionally having one or more halogen atoms, C2 to C6 alkenyloxy groups optionally having one or more halogen atoms, C2 to C6 alkynyloxy groups optionally having one or more halogen atoms, and halogen atoms; and
Group Z is a group consisting of C1 to C6 chain hydrocarbon groups optionally having one or more halogen atoms, C1 to C6 alkoxy groups optionally having one or more halogen atoms, C1 to C6 alkylthio groups optionally having one or more halogen atoms, C1 to C6 alkylsulfinyl groups optionally having one or more halogen atoms, C1 to C6 alkylsulfonyl groups optionally having one or more halogen atoms, C2 to C6 alkylcarbonyl groups optionally having one or more halogen atoms, C2 to C6 alkoxycarbonyl groups optionally having one or more halogen atoms, C1 to C6 alkylamino groups optionally having one or more halogen atoms, C2 to C8 dialkylamino groups optionally having one or more halogen atoms, halogen atoms, amino groups, cyano groups, SF 5 , and nitro groups.

2. The compound according to claim 1 ,
wherein R 1 is a C1 to C6 alkyl group optionally having one or more atoms or groups selected from group X or a C3 to C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group Y;
R 2 and R 3 are the same or different and are a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, OR 14 , S(O) q R 14 , SF 5 , a cyano group, a halogen atom, or a hydrogen atom;
R 4 and R 6 are the same or different and are a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a phenyl group optionally having one or more atoms or groups selected from group Z, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group Z, OR 7 , S(O) m R 7 , SF 5 , a cyano group, a halogen atom, or a hydrogen atom;
R 5 is a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group Z, OR 12 , S(O) p R 12 , SF 5 , a cyano group, a halogen atom, or a hydrogen atom;
R 9 is a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group X, a C1 to C6 chain hydrocarbon group having one phenyl group (wherein the phenyl group

Assignees

• Sumitomo Chemical Co

Inventors

• Nokura Yoshihiko
• Ito Mai
• Shimizu Chie
• Mizuno Hajime

Classifications

• C07D401/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• A01N43/90

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title

• C07D417/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• A01N43/76

  1,3-Oxazoles; Hydrogenated 1,3-oxazoles · CPC title

• C07D413/04

  directly linked by a ring-member-to-ring-member bond · CPC title