Fungicide N-cycloalkyl-N-bicyclicmethylene-carboxamide derivatives

Patent metadata

Field	Value
Publication number	US-9468211-B2
Application number	US-201314387833-A
Country	US
Kind code	B2
Filing date	Mar 25, 2013
Priority date	Mar 26, 2012
Publication date	Oct 18, 2016
Grant date	Oct 18, 2016

Abstract

The present invention relates to N-cycloalkyl-N-bicyclicmethylene-carboxamide or thiocarboxamide derivatives, their process of preparation, preparation of intermediate compounds, their use as fungicide active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.

First claim

The invention claimed is:

1. A compound of formula (I)

wherein
T represents O or S,
X 1 and X 2 which can be the same or different, represent a chlorine or a fluorine atom,
Z 1 rcpresents 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 can be selected in the list 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, di-C 1 -C 8 -alkylaminocarbonyl or carbamoyl,
Z 2 represents a hydrogen atom, a halogen atom, hydroxyl group, cyano, substituted or non-substituted C 1 -C 8 -alkyl, substituted or non-substituted C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, amino or C 1 -C 8 -alkylamino,
Y 1 and Y 2 independently represents a hydrogen atom, a halogen atom, cyano, substituted or non-substituted C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 -halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylaminocarbonyl, substituted or non-substituted di-C 1 -C 8 -alkylaminocarbonyl or carbamoyl,
L 1 and L 2 independently represent CZ 4 Z 5 , NZ 6 , O, S, S(O) or S(O) 2 ,
m represents 1, 2 or 3,
p represents 1, 2 or 3,
W represents CZ 7 or N,
Z 3 and Z 7 independently represents a hydrogen atom, 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 3 -C 8 -alkynyloxy; C 2 -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 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 1 -C 8 -alkyl; 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 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; aryl-C 1 -C 8 -alkyl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 2 -C 8 -alkenyl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 2 -C 8 -alkynyl 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; aryl-C 1 -C 8 -alkyloxy that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 1 -C 8 -alkylsulfanyl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 1 -C 8 -alkylamino that can be substituted by up to 6 groups Q which can be the same or different; pyridinyl which can be substituted by up to 4 groups Q; or pyridinyloxy which can be substituted by up to 4 groups Q;
Z 4 and Z 5 independently represents a hydrogen atom, 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 that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl, substituted or non-substituted C 2 -C 8 -alkenyl, C 2 -C 8 -halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 2 -C 8 -alkynyl, C 2 -C 8 -halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 3 -C 7 -cycloalkyl, substituted or non-substituted C 3 -C 7 -cycloalkyl-C 1 -C 8 -alkyl, C 3 -C 7 -halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different, formyl, substituted or non-substituted C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylsulfanyl, C 1 -C 8 -halogenoalkylsulfanyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylsulfinyl, C 1 -C 8 -halogenoalkylsulfinyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylsulfonyl, or C 1 -C 8 -halogenoalkylsulfonyl comp

Assignees

• Bayer Ip Gmbh

Inventors

• Benting Jurgen
• Dahmen Peter
• Desbordes Philippe
• Gary Stephanie
• Lachaise Helene
• Rinolfi Philippe
• Wachendorff-Neumann Ulrike

Classifications

• A61P31/10

  Antimycotics · CPC title

• A01N43/56 Primary

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

• C07D409/12

  linked by a chain containing hetero atoms as chain links · CPC title

• C07D335/06

  Benzothiopyrans; Hydrogenated benzothiopyrans · CPC title

• C07C211/42

  with six-membered aromatic rings being part of the condensed ring systems · CPC title