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EP0186190A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Benzimidazole derivatives, and their production and use

Assignee: Sumitomo Chemical Co Ltd
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Filing: 1985-12-23
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Granted: —
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Expires: 2005-12-23
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Abstract

Abstract A compound of the formula I: wherein R 1 is a hydrogen atom, a lower alkyl group or a halo(lower)alkyl group, R 2 and R, are, the same or different, each a hydrogen atom, a halogen atom, a nitro group, a cyano group or an optionally substituted lower alkyl, lower alkenyl, lower alkynyl, cyclo(lower)alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, cyclo(lower)alkoxy, lower alkylthio, lower alkenylthio, lower alkynylthio, cyclo-(lower)alkylthio, di(lower)alkylamino, lower alkylsulfonyl or lower alkylsulfinyl group, or R 2 and R 3 are combined together to form an optionally substituted 5- or 6- membered, saturated or unsaturated ring optionally having not more than two oxygen or sulfur atoms in the ring, R 4 is a halogen atom or a lower alkyl group, R 5 is a hydrogen atom or a lower alkyl group, X is an oxygen atom, a sulfur atom, a methylene group, a sulfonyl group, a sulfinyl group or an imino group and n is an integer of 1 to 4, which is useful as an insecticide and/or an acaricide.

Inventors

  • 👤 Hirosi Kisida
  • 👤 Haruyasu Yamamoto
  • 👤 Toshihiko Yano

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-03 19:51
CPC Classifications
C; C07; C07D; C07D235/00; C07D235/02; C07D235/04; C07D235/06; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; A01N43/52; C07D235/08; C07D235/10

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 161 words
A compound of the formulal: wherein R 1 is a hydrogen atom, a lower alkyl group or a halo(lower)alkyl group, R 2 and R 3 are, the same or different, each a hydrogen atom, a halogen atom, a nitro group, a cyano group or an optionally substituted lower alkyl, lower alkenyl, lower alkynyl, cyclo(lower)alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, cyclo-(lower)alkoxy, lower alkylthio, lower alkenylthio, lower alkynylthio, cyclo(lower)alkylthio, di(lower)alkylamino, lower alkylsulfonyl or lower alkylsulfinyl group, or R 2 and R 3 are combined together to form an optionally substituted 5- or 6-membered, saturated or unsaturated ring optionally having not more than two oxygen or sulfur atoms in the ring, R 4 is a halogen atom or a lower alkyl group, R 5 is a hydrogen atom or a lower alkyl group, X is an oxygen atom, a sulfur atom, a methylene group, a sulfonyl group, a sulfinyl group or an imino group and n is an integer of 1 to 4.
Claim 2
Dependent Claim 161 words
A compound of the formulal: wherein R 1 is a hydrogen atom, a lower alkyl group or a halo(lower)alkyl group, R 2 and R 3 are, the same or different, each a hydrogen atom, a halogen atom, a nitro group, a cyano group or an optionally substituted lower alkyl, lower alkenyl, lower alkynyl, cyclo(lower)alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, cyclo-(lower)alkoxy, lower alkylthio, lower alkenylthio, lower alkynylthio, cyclo(lower)alkylthio, di(lower)alkylamino, lower alkylsulfonyl or lower alkylsulfinyl group, or R 2 and R 3 are combined together to form an optionally substituted 5- or 6-membered, saturated or unsaturated ring optionally having not more than two oxygen or sulfur atoms in the ring, R 4 is a halogen atom or a lower alkyl group, R 5 is a hydrogen atom or a lower alkyl group, X is an oxygen atom, a sulfur atom, a methylene group, a sulfonyl group, a sulfinyl group or an imino group and n is an integer of 1 to 4.
Claim 3
Dependent Claim 25 words
The compound according to claim 1, wherein R 1 is a methyl group, R 5 is a hydrogen atom and X is an oxygen atom.
Claim 4
Dependent Claim 40 words
The compound according to claim 1, wherein R 1 is a methyl group, R 2 is an ethoxy group at the 4-position, R 3 is a hydrogen atom, R 5 is a hydrogen atom and X is an oxygen atom.
Claim 5
Dependent Claim 12 words
The compound according to claim 1, which is representable by the formula:
Claim 6
Dependent Claim 12 words
The compound according to claim 1, which is representable by the formula:
Claim 7
Dependent Claim 12 words
The compound according to claim 1, which is representable by the formula:
Claim 8
Dependent Claim 90 words
A process for preparing a compound of the formula I according to claim 1, which comprises reacting a compound of the formula II: wherein R 1 , R 4 and n are each as defined in claim 1 with a compound of the formula III : wherein R 2 , F 3 , R 5 and X are each as defined in claim 1 and Y is a leaving group such as a halogen atom, a tosyloxy group or a mesyloxy group in the existence of an acid binding agent.
Claim 9
Dependent Claim 69 words
A process for preparing a compound of the formula I according to claim 1 , which comprises reacting a compound of the formula IV : wherein R 1 is as defined in claim 1 , or its reactive derivative, with a compound of the formula V: wherein R 2 , R 3 , R 4 , R 5 , X and n are each as defined in claim 1.
Claim 10
Dependent Claim 59 words
A process for preparing a compound of the formula I according to claim 1, which comprises subjecting a compound of the formula VI: wherein R 1 , R 2 , R 3 , R 4 , R 5 , X and n are each as defined in claim 1 to ring closure in the presence of an acid catalyst.
Claim 11
Dependent Claim 34 words
An insecticidal and/or acaricidal composition which comprises as an active ingredient an insecticidally and/or acaricidally effective amount of the compound according to any of claims 1 to 6, and an inert carrier or diluent.
Claim 12
Independent Claim 41 words
A method for controlling or exterminating insects and/or acarids which comprises applying as the active ingredient an insecticidally and/or acaricidally effective amount of the compound according to any of claims 1 to 6 to the locus where insects and/or acarids propagate.
Claim 13
Dependent Claim 17 words
Use of the compound according to any of claims 1 to 6 as an insecticide and/or acaricide.

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