N-(4-pyridyl) (substituted phenyl) acetamide pesticides

• US 5,597,836 A
• Filed: 02/07/1995
• Issued: 01/28/1997
• Est. Priority Date: 09/03/1991
• Status: Expired due to Fees

• Current Assignee: DowElanco Co. (Corteva, Inc.)
• Original Assignee: DowElanco Co. (Corteva, Inc.)
• Inventors: Johnson, Peter L., Hackler, Ronald E.
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US08/385,029
• Time in Patent Office: 721 Days
• Field of Search: 546/297, 546/309, 514/313, 514/352
• US Class Current: 514/352
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/42 condensed with carbocyclic rings
• CPC Class Codes: A01N 55/00 Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing organo-phosphorus compounds A01N57/00
• CPC Class Codes: C07D 213/68 attached in position 4
• CPC Class Codes: C07D 213/74 Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
• CPC Class Codes: C07D 213/75 Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 215/42 attached in position 4

Abstract

N-(4-Pyridyl) arylacetamides, for example N-((3-chloro-2-ethyl)-4-pyridyl)(4-(4-chlorophenoxy)phenyl)-acetamide, and 4-(aralkyoxy or aralkylamino)pyridines, for example 4-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethoxy]pyridine, are active against nematodes, insects, mites, and plant pathogens.

Claims

1. A compound of the formula (1):

##STR116## or an N-oxide or a salt thereof, wherein R is H or C₁ -C₄ alkyl;

R¹, R², R³, and R⁴ are one of the following;

a) R³ and R⁴ are H, and R¹ and R² are independently halo or C₁ -C₄ alkyl;

b) one of R¹, R², R³, and R⁴ is C₁ -C₄ alkyl and the rest are H;

or

c) R¹, R², R³, and R⁴ are independently H or halo;

Y'"'"' is CH₂ ;

Z is phenyl group optionally substituted with one or two groups independently selected from;

halo,

phenoxy, optionally substituted with one or two groups selected from halo, CN, NO₂, C₁ -C₄ -alkoxy, C₁ -C₄ alkyl, or C₁ -C₄ haloalkyl;

phenyl,

C₁ -C₁₂ alkyl, straight chain or branched,

C₁ -C₄ haloalkyl,

C₁ -C₄ alkoxy;

C₃ -C₇ branched alkoxy,

halo C₁ -C₄ alkoxy,

halo C₃ -C₇ branched alkoxy.

2. A compound of claim 1 wherein Z is a phenyl group substituted with a C₂ -C₄ alkoxy group.

3. A compound of claim 1 wherein Z is a phenyl group substituted with a C₃ -C₇ branched alkoxy group.

4. A compound of claim 1 wherein Z is a phenyl group substituted with a halo C₂ -C₄ alkoxy group.

5. A compound of claim 1 wherein Z is a phenyl group substituted with a group selected from phenoxy and phenoxy substituted with one or two groups selected from halo, CN, NO₂, C₁ -C₄ -alkoxy, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl.

6. A compound of claim 1 wherein R¹ is (C₁ -C₄) alkyl and R² is halo.

7. A compound of claim 1 wherein R¹ is ethyl and R² is chloro.

8. The compound of claim 1 which is N-(3-chloro-2-ethyl-4-pyridyl)(4-((4-chlorophenyl)oxy)phenyl)acetamide.

9. A method of inhibiting an insect or mite population which comprises applying to the locus of the insect or arachnid an amount of a compound of claim 1 effective to inactivate insects or arachnids.

10. A method of inhibiting a nematode population which comprises applying to the locus of a nematode, an amount of a compound of claim 1 effective to inactivate nematodes.

11. A method of inhibiting plant pathogens which comprises applying an effective amount of a compound of claim 1 to a locus of the pathogen.

12. A pesticide composition which comprises an effective amount of a compound of claim 1 in combination with an agriculturally acceptable carrier.