Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration
US-11724982-B2 · Aug 15, 2023 · US
US9580384B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9580384-B2 |
| Application number | US-201514676921-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 2, 2015 |
| Priority date | Oct 12, 2010 |
| Publication date | Feb 28, 2017 |
| Grant date | Feb 28, 2017 |
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The present invention provides a pest control agent, acaricide or fungicide that contains, as the active ingredient thereof, at least one type of compound selected from the aryloxyurea compounds represented by formula (V) (wherein R 1 to R 5 each independently represents an alkyl group or the like, X is a halogen atom or the like, n is an integer of 0 to 5, and Z is an oxygen atom or sulfur atom) or salts thereof.
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The invention claimed is: 1. An aryloxyurea compound of formula (I) or a salt thereof: wherein in formula (I), Cy is a C6-10 aryl group; X is an unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C3-8 cycloalkyl group, unsubstituted or substituted C2-6 alkenyl group, unsubstituted or substituted C2-6 alkynyl group, hydroxy group, unsubstituted or substituted C1-6 alkoxy group, amino group, unsubstituted or substituted C1-6 alkyl amino group, unsubstituted or substituted C1-7 acyl group, unsubstituted or substituted C1-6 alkoxycarbonyl group, unsubstituted or substituted C1-6 alkyl sulfonyl group, unsubstituted or substituted C1-6 alkoxysulfonyl group, unsubstituted or substituted C6-10 aryl group, unsubstituted or substituted heteroaryl group, unsubstituted or substituted hydroxyimino C1-6 alkyl group, nitro group, cyano group, or halogen atom; n is the number of X bonded to Cy and is an integer of 0 to 5; when n is 2 or more, X may be mutually the same or different, and when n is 2 or more, X may bond together to form a ring together with the carbon atoms or nitrogen atoms bonded thereto; R 1 is an unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C2-6 alkenyl group, or unsubstituted or substituted C2-6 alkynyl group, wherein R 1 is not an unsubstituted or substituted C1-7 acyl group; Q is a group of formula (II): wherein in formula (II), * is the bonding position; R 2 is a hydrogen atom, unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C2-6 alkenyl group, unsubstituted or substituted C2-6 alkynyl group, unsubstituted or substituted C1-7 acyl group, or unsubstituted or substituted C1-6 alkoxycarbonyl group, R 1 and R 2 may bond together to form an unsubstituted or substituted C2-4 alkylene group; R 3 and R 4 each independently is an unsubstituted or substituted C1-6 alkyl group; R 5 is an unsubstituted or substituted C6-10 aryl group, unsubstituted or substituted heteroaryl group, or unsubstituted or substituted aminocarbonyl group; Z is an oxygen atom or sulfur atom. 2. A pest control agent, comprising at least one of the aryloxyurea compound or a salt thereof according to claim 1 as an active ingredient. 3. An acaricide, comprising at least one of the aryloxyurea compound or a salt thereof according to claim 1 as an active ingredient. 4. An aryloxyurea compound of formula (I) or a salt thereof: wherein in formula (I), Cy is a heteroaryl aryl group; X is an unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C3-8 cycloalkyl group, unsubstituted or substituted C2-6 alkenyl group, unsubstituted or substituted C2-6 alkynyl group, hydroxy group, unsubstituted or substituted C1-6 alkoxy group, amino group, unsubstituted or substituted C1-6 alkyl amino group, unsubstituted or substituted C1-7 acyl group, unsubstituted or substituted C1-6 alkoxycarbonyl group, unsubstituted or substituted C1-6 alkyl sulfonyl group, unsubstituted or substituted C1-6 alkoxysulfonyl group, unsubstituted or substituted C6-10 aryl group, unsubstituted or substituted heteroaryl group, unsubstituted or substituted hydroxyimino C1-6 alkyl group, nitro group, cyano group, or halogen atom; n is the number of X bonded to Cy and is an integer of 0 to 5; when n is 2 or more, X may be mutually the same or different, and when n is 2 or more, X may bond together to form a ring together with the carbon atoms or nitrogen atoms bonded thereto; R 1 is an unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C2-6 alkenyl group, or unsubstituted or substituted C2-6 alkynyl group, wherein R 1 is not an unsubstituted or substituted C1-7 acyl group; Q is a group of formula (II): wherein in formula (II), * is the bonding position; R 2 is a hydrogen atom, unsubstituted or substituted C1-6 alkyl group, unsubstituted or substituted C2-6 alkenyl group, unsubstituted or substituted C2-6 alkynyl group, unsubstituted or substituted C1-7 acyl group, or unsubstituted or substituted C1-6 alkoxycarbonyl group, R 1 and R 2 may bond together to form an unsubstituted or substituted C2-4 alkylene group; R 3 and R 4 each independently is an unsubstituted or substituted C1-6 alkyl group; R 5 is an unsubstituted or substituted aminocarbonyl group; Z is an oxygen atom or sulfur atom.
containing >N—CO—N< or >N—CS—N< groups directly attached to a cycloaliphatic ring · CPC title
Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals · CPC title
having three double bonds between ring members or between ring members and non-ring members · CPC title
having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine · CPC title
with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms · CPC title
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