N-cycloalkyl-N-{[2-(1-substitutedcycloalkyl)phenyl]methylene}-(thio)carboxamide derivatives

Patent metadata

Field	Value
Publication number	US-10244757-B2
Application number	US-201816054744-A
Country	US
Kind code	B2
Filing date	Aug 3, 2018
Priority date	Dec 5, 2013
Publication date	Apr 2, 2019
Grant date	Apr 2, 2019

Abstract

The present invention relates to fungicidal N-cycloalkyl-N-{[2-(1-substitutedcycloalkyl)phenyl]methylene} carboxamide derivatives and their thiocarbonyl derivatives, their process of preparation and intermediate compounds for their preparation, their use as fungicides, particularly in the form of fungicidal compositions and methods for the control of phytopathogenic fungi of plants using these compounds or their compositions.

First claim

The invention claimed is:

1. A compound of formula (II) or a salt thereof:

wherein
n is 0, 1, 2, 3 or 4;
m is 0, 1, 2, 3, 4, 5 or 6;
p is 1, 2, 3, 4 or 5;
Z 1 is a non-substituted C 3 -C 7 -cycloalkyl or a C 3 -C 7 -cycloalkyl substituted by up to 10 atoms or groups that can be the same or different and that are selected from the group consisting of halogen atoms, cyano, C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 -halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkylaminocarbonyl and di-C 1 -C 8 -alkylaminocarbonyl;
Z 2 and Z 3 are independently a hydrogen atom; substituted or non-substituted C 1 -C 8 -alkyl; substituted or non-substituted C 2 -C 8 -alkenyl substituted or non-substituted C 2 -C 8 -alkynyl cyano; isonitrile; nitro; a halogen atom; substituted or non-substituted C 1 -C 8 -alkoxy; substituted or non-substituted C 2 -C 8 -alkenyloxy; substituted or non-substituted C 2 -C 8 -alkynyloxy; substituted or non-substituted C 3 -C 7 -cycloalkyl; substituted or non-substituted C 1 -C 8 -alkylsulfanyl; substituted or non-substituted C 1 -C 8 -alkylsulfonyl substituted or non-substituted C 1 -C 8 -alkylsulfinyl; amino; substituted or non-substituted C 1 -C 8 -alkylamino; substituted or non-substituted di-C 1 -C 8 -alkylamino; substituted or non-substituted C 1 -C 8 -alkoxycarbonyl; substituted or non-substituted C 1 -C 8 -alkylcarbamoyl; substituted or non-substituted di-C 1 -C 8 -alkylcarbamoyl or substituted or non-substituted N—C 1 -C 8 -alkyl-C 1 -C 8 -alkoxy-carbamoyl; or
Z 2 and Z 3 together with the carbon atom to which they are linked form a substituted or non-substituted C 3 -C 7 -cycloalkyl;
Z 4 is a halogen atom; hydroxy; cyano; substituted or non-substituted C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms; substituted or non-substituted C 2 -C 8 -alkenyl C 2 -C 8 -halogenoalkenyl having 1 to 5 halogen atoms; substituted or non-substituted C 2 -C 8 -alkynyl; C 2 -C 8 -halogenoalkynyl having 1 to 5 halogen atoms; substituted or non-substituted C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy having 1 to 5 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfanyl; formyl; substituted or non-substituted C 1 -C 8 -alkylcarbonyl; carboxy; or substituted or non-substituted C 1 -C 8 -alkoxycarbonyl;
each W is independently a halogen atom; nitro; cyano; isonitrile; hydroxy; amino; sulfanyl; pentafluoro-λ 6 -sulfanyl; formyl; formyloxy; formylamino; substituted or non-substituted (hydroxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (C 1 -C 8 -alkoxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (C 2 -C 8 -alkenyloxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (C 2 -C 8 -alkynyloxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (benzyloxyimino)-C 1 -C 8 -alkyl; carboxy; carbamoyl; N-hydroxycarbamoyl; carbamate; substituted or non-substituted C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl having 1 to 9 halogen atoms; substituted or non-substituted C 2 -C 8 -alkenyl; C 2 -C 8 -halogenoalkenyl having 1 to 9 halogen atoms; substituted or non-substituted C 2 -C 8 -alkynyl; C 2 -C 8 -halogenoalkynyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfanyl; C 1 -C 8 -halogenoalkylsulfanyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfinyl C 1 -C 8 -halogenoalkylsulfinyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfonyl; C 1 -C 8 -halogenoalkylsulfonyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylamino; substituted or non-substituted di-C 1 -C 8 -alkylamino; substituted or non-substituted C 2 -C 8 -alkenyloxy; C 2 -C 8 -halogenoalkenyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkynyloxy; C 7 -C 8 halogenoalkynyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 3 -C 7 -cycloalkyl; C 3 -C 7 -halogenocycloalkyl having 1 to 9 halogen atoms; substituted or non-substituted (C 3 -C 7 -cycloalkyl)-C 1 -C 8 -alkyl; substituted or non-substituted C 4 -C 7 -cycloalkenyl; C 4 -C 7 -halogenocycloalkenyl having 1 to 9 halogen atoms; substituted or non-substituted (C 3 -C 7 -cycloalkyl)-C 2 -C 8 -alkenyl; substituted or non-substituted (C 3 -C 7 -cycloalkyl)-C 2 -C 8 -alkynyl; substituted or non-substituted bicyclo[2.2.1]heptanyl substituted or non-substituted bicyclo[2.2.1]heptenyl; substituted or non-substituted tri(C 1 -C 8 )alkylsilyl; substituted or non-substituted tri(C 1 -C 8 )alkylsilyl-C 1 -C 8 -alkyl; substituted or non-substituted C 1 -C 8 -alkylcarbonyl; C 1 -C 8 -halogenoalkylcarbonyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylcarbonyloxy; C 1 -C 8 -halogenoalkylcarbonyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylcarbonylamino; C 1 -C 8 -halogenoalkylcarbonylamino having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkoxycarbonyl; C 1 -C 8 -halogenoalkoxycarbonyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkyloxycarbonyloxy; C 1 -C 8 -halogenoalkoxycarbonyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylcarbamoyl; substituted or non-substituted di-C 1 -C 8 -alkylcarbamoyl; substituted or non-substituted C 1 -C 8 -alkylaminocarbonyloxy; substituted or non-substituted di-C 1 -C 8 -alkylaminocarbonyloxy; substituted or non-substituted N—(C 1 -C 8 -alkyl)hydroxy carbamoyl; substituted or non-substituted C 1 -C 8 -alkoxycarbamoyl; substituted or non-substituted N—(C 1 -C 8 -alkyl)-C 1 -C 8 -alkoxycarbamoyl; aryl that can be substituted by up to 6 groups Q which can be the same or different; C 1 -C 8 -arylalkyl that can be substituted by up to 6 groups Q which can be the same or different; C 1 -C 8 -arylalkenyl that can be substituted by up to 6 groups Q which can be the same or different; C 2 -C 8 -arylalkynyl that can be substituted by up to 6 groups Q which can be the same or different; aryloxy that can be substituted by up to 6 groups Q which can be the same or different; arylsulfanyl that can be substituted by up to 6 groups Q which can be the same or different; arylamino that can be substituted by up to 6 groups Q which can be the same or different; C 1 -C 8 -arylalkyloxy that can be substituted by up to 6 groups Q which can be the same or different; C 1 -C 8 -arylalkylsulfanyl that can be substituted by up to 6 groups Q which can be the same or different; C 1 -C 8 -arylalkylamino that can be substituted by up to 6 groups Q which can be the same or different; C 1 -C 8 -heteroarylalkyl that can be substituted by up to 6 groups Q which can be the same or different; heteroaryl which can be substituted by up to 4 groups Q; or heteroaryloxy which can be substituted by up to 4 groups Q; or
Z 4 and its vicinal substituent W, together with the carbon atom to which they are linked, form a substituted or non-substituted C 4 -C 7 -cycloalkyl;
each Y is independently a halogen atom; C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfanyl; C 1 -C 8 -halogenoalkylsulfanyl having 1 to 9 halogen atoms; or substituted or non-substituted C 1 -C 8 -alkoxycarbonyl; and
each Q is independently a halogen atom; cyano; nitro; substituted or non-substituted C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms tha

Assignees

• Bayer Cropscience Ag

Inventors

• Cristau Pierre
• Desbordes Philippe
• Geist Julie
• Nicolas Lionel
• Rinolfi Philippe
• Schmidt Jan-Peter
• Tsuchiya Tomoki
• Vors Jean-Pierre
• Wachendorff-Neumann Ulrike

Classifications

• C07C25/18

  Polycyclic aromatic halogenated hydrocarbons · CPC title

• A01N43/56 Primary

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

• C07D231/16 Primary

  Halogen atoms or nitro radicals · CPC title

• C07C47/55

  containing halogen · CPC title

• C07C47/546

  polycyclic · CPC title