Insecticidal compounds

Patent metadata

Field	Value
Publication number	US-10513489-B2
Application number	US-201715642789-A
Country	US
Kind code	B2
Filing date	Jul 6, 2017
Priority date	Oct 31, 2012
Publication date	Dec 24, 2019
Grant date	Dec 24, 2019

Abstract

The present invention relates to compounds of formula (I) having insecticidal activity to processes and interediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests

claim 1: or salts thereof.

First claim

The invention claimed is:

1. A compound of formula (V), or salt thereof,

wherein
R is OH, C 1 -C 6 alkoxy, F, Cl or Br;
Q 1 is 4-cyano-phenyl; and
R 1 is C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 1 -C 8 alkylcarbonyl, C 1 -C 8 alkoxycarbonyl, hydroxyl, C 1 -C 8 alkyloxy, or aminocarbonyl-C 1 -C 4 alkylene.

2. A method of producing a compound having the formula (V), or salt thereof,

wherein
R is OH, C 1 -C 6 alkoxy, F, Cl or Br;
Q 1 is 4-cyano-phenyl; and
R 1 is C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 1 -C 8 alkylcarbonyl, C 1 -C 8 alkoxycarbonyl, hydroxyl, C 1 -C 8 alkyloxy, or aminocarbonyl-C 1 -C 4 alkylene;

the method comprising reacting a compound of formula (IV), or salt thereof,

wherein
R 1 ′ is C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 1 -C 8 alkylcarbonyl, C 1 -C 8 alkoxycarbonyl, hydroxyl, C 1 -C 8 alkyloxy or aminocarbonyl-C 1 -C 4 alkylene; and
R′ is OH, C 1 -C 6 alkoxy, F, Cl or Br,
by acylation with a carboxylic acid of formula Q 1 -COOH or an acid halide of formula Q 1 -COHal, wherein Hal is Cl, F, or Br.

3. The method of claim 2 , wherein R 1 and R 1 ′ are selected from methyl, ethyl, n-propyl and n-butyl.

Assignees

• Syngenta Participations Ag

Inventors

• Hueter Ottmar Franz
• Jung Pierre Joseph Marcel
• Pitterna Thomas
• Smits Helmars
• Stoller Andre

Classifications

• C07C237/44

  having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring · CPC title

• C07C231/02

  from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines · CPC title

• A01N37/34

  Nitriles · CPC title

• C07C229/64

  the carbon skeleton being further substituted by singly-bound oxygen atoms · CPC title

• C07C233/81 Primary

  having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups · CPC title