Fungicidal compositions

Patent metadata

Field	Value
Publication number	US-9326513-B2
Application number	US-201214362709-A
Country	US
Kind code	B2
Filing date	Apr 9, 2012
Priority date	Apr 26, 2011
Publication date	May 3, 2016
Grant date	May 3, 2016

Abstract

The present invention provides a composition comprising a combination of components A) and B), wherein component A) is a compound of formula (I) and the component (B) is a further fungicide, insecticide or herbicide.

First claim

What is claimed is:

1. A fungicidal composition, comprising a combination of components A) and B), wherein component A) is a compound of formula (I)

wherein
R 1 and R 2 are each independently selected from hydrogen, C 1 -C 4 alkyl, C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, (R 10 )carbonyl and (R 10 )oxycarbonyl;
or R 1 and R 2 together with the nitrogen atom to which they are attached form a 5- or 6 membered cyclic group which may be saturated or unsaturated and may contain a further heteroatom selected from S or O;
R 3 represents hydrogen, halogen, cyano, nitro, mercapto, hydroxy, —C(═S)NH 2 , —SF 5 , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 3 -C 6 cycloalkyl, amino, C 1 -C 2 alkylamino, di(C 1 -C 6 alkyl)amino, a 5-membered heterocycle containing 1-4 nitrogen atoms, piperidino, morpholino, thiomorpholino, formyl, hydroxycarbonyl, C 2 -C 7 alkoxycarbonyl, C 2 -C 7 haloalkoxycarbonyl, C 4 -C 7 al kenyloxycarbonyl, C 4 -C 7 haloalkenyloxycarbonyl, C 2 -C 7 alkylcarbonyl, C 2 -C 7 haloalkylcarbonyl, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulfinyl, C 1 -C 6 alkylsulfonyl, C 1 -C 6 haloalkylthio, C 1 -C 6 haloalkylsulfinyl, C 1 -C 6 haloalkylsulfonyl, C 1 -C 6 hydroxyalkyl, phenyl or benzyl wherein the phenyl and benzyl are optionally substituted by one or more groups independently selected from the group consisting of halogen, cyano, hydroxy, mercapto, amino, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulfinyl and C 1 -C 6 alkylsulfonyl;
R 4 represents hydrogen, halogen, cyano, amino, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, methylamino or dimethylamino;
R 5 is hydrogen, C 1 -C 12 alkyl, C 3 -C 12 alkenyl, C 3 -C 12 alkynyl, C 1 -C 12 alkylsulfonyl, C 2 -C 12 alkenylsulfonyl, phenylsulfonyl or benzylsulfonyl, or is C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, C 1 -C 12 alkylsulfonyl, C 2 -C 12 alkenylsulfonyl, phenylsulfonyl or benzylsulfonyl mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, azido, formyl, C 2 -C 7 alkylcarbonyl, C 2 -C 7 haloalkylcarbonyl, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulfinyl and C 1 -C 6 alkylsulfonyl; or
R 5 is formyl, C 2 -C 12 alkylcarbonyl, C 3 -C 12 alkenylcarbonyl, C 3 -C 12 alkynylcarbonyl, C 4 -C 12 cycloalkylcarbonyl, benzylcarbonyl, phenylcarbonyl, C 2 -C 12 alkoxycarbonyl, C 4 -C 12 alkenyloxycarbonyl, C 4 -C 12 alkynyloxycarbonyl, C 4 -C 12 cycloalkoxycarbonyl, benzyloxycarbonyl or phenoxycarbonyl, or is C 2 -C 12 alkylcarbonyl, C 3 -C 12 alkenylcarbonyl, C 3 -C 12 alkynylcarbonyl, C 4 -C 12 cycloalkylcarbonyl, benzylcarbonyl, phenylcarbonyl, C 2 -C 12 alkoxycarbonyl, C 4 -C 12 alkenyloxycarbonyl, C 4 -C 12 alkynyloxycarbonyl, C 4 -C 12 cycloalkoxycarbonyl, benzyloxycarbonyl or phenoxycarbonyl mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl and C 1 -C 6 alkoxy; or
R 5 is (R 51 )(R 52 )(R 53 )Si—, (R 51 )(R 52 )(R 53 )Si—(C 1 -C 12 alkyl)-, (R 51 )(R 52 )(R 53 )Si—(C 3 -C 8 cycloalkyl)-, (R 54 O)(R 55 O)(R 56 O)Si—, (R 54 O)(R 55 O)(R 56 O)Si—(C 1 -C 12 alkyl)- or (R 54 O)(R 55 O)(R 56 O)Si—(C 3 -C 8 cycloalkyl)-; or
R 5 is C 1 -C 6 alkyl-B—C 1 -C 12 alkyl-, C 2 -C 6 alkenyl-B—C 1 -C 12 alkyl-, C 2 -C 6 alkynyl-B—C 1 -C 12 alkyl-, C 3 -C 8 cycloalkyl-B—C 1 -C 12 alkyl-, benzyl-B—C 1 -C 12 alkyl-, phenyl-B—C 1 -C 12 alkyl-, C 1 -C 6 alkyl-B—C 2 -C 12 alkenyl-, C 2 -C 6 alkenyl-B—C 2 -C 12 alkenyl-, C 2 -C 6 alkynyl-B—C 2 -C 12 alkenyl-, C 3 -C 8 cycloalkyl-B—C 2 -C 12 alkenyl-, benzyl-B—C 2 -C 12 alkenyl-, phenyl-B—C 2 -C 12 alkenyl-, C 1 -C 6 alkyl-B—C 2 -C 12 alkynyl-, C 2 -C 6 alkenyl-B—C 2 -C 12 alkynyl-, C 2 -C 6 alkynyl-B—C 2 -C 12 alkynyl-, C 3 -C 8 cycloalkyl-B—C 2 -C 12 alkynyl-, benzyl-B—C 2 -C 12 alkynyl-, phenyl-B—C 2 -C 12 alkynyl-, C 1 -C 6 alkyl-B—C 3 -C 8 cycloalkyl-, C 2 -C 6 alkenyl-B—C 3 -C 8 cycloalkyl-, C 2 -C 6 alkynyl-B—C 3 -C 8 cycloalkyl-, C 3 -C 8 cycloalkyl-B—C 3 -C 8 cycloalkyl-, benzyl-B—C 3 -C 12 cycloalkyl- or phenyl-B—C 3 -C 12 cycloalkyl-, wherein the group B is selected from —C(═O)—, —C(═S)—, —C(═NOR 59 )—, —C(R 60 )═NO—, —ON═C(R 60 )—, —O—C(═O)—, —C(═O)—O—, —O—, —S—, —S(═O)—, —S(═O)2-, —S(═O)(═NR 13 )—, —S(═O)(R 14 )═N—, —N═S(═O)(R 14 )—, —N(R 62 )—C═O)—, —C═O)—N(R 62 )—, —N(R 62 )—SO 2 — or —SO 2 —N(R 62 )—; or
R 5 is C 1 -C 6 alkyl-B—C 1 -C 12 alkyl-, C 2 -C 6 alkenyl-B—C 1 -C 12 alkyl-, C 2 -C 6 alkynyl-B—C 1 -C 12 alkyl-, C 3 -C 8 cycloalkyl-B—C 1 -C 12 alkyl-, benzyl-B—C 1 -C 12 alkyl-, phenyl-B—C 1 -C 12 alkyl-, C 1 -C 6 alkyl-B—C 2 -C 12 alkenyl-, C 2 -C 6 alkenyl-B—C 2 -C 12 alkenyl-, C 2 -C 6 alkynyl-B—C 2 -C 12 alkenyl-, C 3 -C 8 cycloalkyl-B—C 2 -C 12 alkenyl-, benzyl-B—C 2 -C 12 alkenyl-, phenyl-B—C 2 -C 12 alkenyl-, C 1 -C 6 alkyl-B—C 2 -C 12 alkynyl-, C 2 -C 6 alkenyl-B—C 2 -C 12 alkynyl-, C 2 -C 6 alkynyl-B—C 2 -C 12 alkynyl-, C 3 -C 8 cycloalkyl-B—C 2 -C 12 alkynyl-, benzyl-B—C 2 -C 12 alkynyl-, phenyl-B—C 2 -C 12 alkynyl-, C 1 -C 6 alkyl-B—C 3 -C 8 cycloalkyl-, C 2 -C 6 alkenyl-B—C 3 -C 8 cycloalkyl-, C 2 -C 6 alkynyl-B—C 3 -C 8 cycloalkyl-, C 3 -C 8 cycloalkyl-B—C 3 -C 8 cycloalkyl-, benzyl-B—C 3 -C 12 cycloalkyl-, phenyl-B—C 3 -C 12 cycloalkyl-, all of which, in turn, are mono- to poly-substituted by substituents independently selected from the group consisting of halogen, cyano, hydroxy, mercapto, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, formyl, C 2 -C 6 alkylcarbonyl, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulfinyl and C 1 -C 6 alkylsulfonyl; or
R 5 is A-, A-(C 1 -C 6 alkyl)-, A-O—(C 1 -C 6 alkyl)-, A-(C 3 -C 6 alkenyl)-, A-O—(C 4 -C 6 alkenyl)-, A-(C 3 -C 6 -alkynyl)-, A-O—(C 4 -C 6 alkynyl)-, A-(C 3 -C 8 cycloalkyl)- or A-O—(C 3 -C 8 cycloalkyl)-;
A is a three- to ten-membered monocyclic or fused bicyclic ring system which can be aromatic, partially saturated or fully saturated and can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulphur, it not being possible for each ring system to contain —O—O—, —S—S— and —O—S— fragments, and it being possible for the three- to ten-membered ring system to be itself mono- or polysubstituted
A1) by substituents independently selected from the group consisting of
halogen, cyano, nitro, hydroxy, mercapto, azido, formyl, carboxy, ═O, ═S, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 8 cycloalkyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 2 -C 6 haloalkynyl, C 3 -C 8 halocycloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 haloalkenyloxy, C 3 -C 6 alkynyloxy, C 3 -C 8 cycloalkyloxy, benzyl, benzyloxy, phenyl and phenoxy, where the benzyl, benzyloxy, phenyl and phenoxy, in turn, may be mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulfinyl and C 1 -C 6 alkylsulfonyl; or
A2) by substituents independently selected form the group consisting of (R 14 )S(═O)(═NR 13 )—, (R 14 )(R 15 )S(═O)═N—; —Si(R 51 )(R 52 )(R 53 ), —NR 57 R 58 , —C(═O)NR 57 R 58 , —C(═S)NR 57 R 58 , HC(═NOR 59 )—, (C 1 -C 6 alkyl)C(═NOR 59 )—, (C 1 -C 6 ha

Assignees

• Haas Ulrich Johannes
• Hermann Dietrich
• Scalliet Gabriel Didier
• Nebel Kurt
• Lu Long
• Lu Qiang
• Yang Jianzhong
• Hoffman Thomas James
• Beaudegnies Renaud
• Zambach Werner
• Jacob Olivier
• Syngenta Participations Ag

Inventors

• Haas Ulrich Johannes
• Hermann Dietrich
• Scalliet Gabriel Didier
• Nebel Kurt
• Lu Long
• Lu Qiang
• Yang Jianzhong
• Hoffman Thomas James
• Beaudegnies Renaud
• Zambach Werner
• Jacob Olivier

Classifications

• A01N43/653

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title

• A01N2300/00

  Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48 · CPC title

• A01N47/38

  containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof · CPC title

• A01N43/22

  rings with more than six members · CPC title

• A01N37/36

  containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids · CPC title