Heterocyclic sulfonylamino(thio)carbonyl-derivatives with nematicidal properties

Patent metadata

Field	Value
Publication number	US-2016159805-A1
Application number	US-201414904710-A
Country	US
Kind code	A1
Filing date	Jul 14, 2014
Priority date	Jul 17, 2013
Publication date	Jun 9, 2016
Grant date	—

Abstract

Disclosed are compounds of formula (I) which possess nematicidal properties

wherein the residues have the meaning as indicated in the description.

First claim

1 . Compound of formula (I)

wherein
Z is O or S,
A 1 , A 2 , A 3 and A 4 are independently N or C—R 1 ;
each W is independently hydrogen, halogen, cyano, nitro, SF 5 , OCN, SCN, Si(R 14 ) 3 , OR 4 , NR 5 R 6 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 , S(O) 2 NR 11 R 12 ; OC(O)R 7 , OC(O)OR 8 , OC(O)NR 11 R 12 , OS(O) 2 R 9 , OS(O) 2 NR 11 R 12 , N(R 10 )C(O)R 7 , N(R 10 )C(O)NR 11 R 12 , N(R 10 )S(O) 2 R 9 , N(R 10 )S(O) 2 NR 11 R 12 , C 3 -C 7 -cycloalkyl, C 4 -C 8 -cycloalkylalkyl, C 6 -C 14 -cycloalkylcycloalkyl or C 5 -C 7 -cycloalkenyl, each optionally substituted with 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, OR 4a and S(O) m R 9a ;
or C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl or C 2 -C 6 -alkynyl, each substituted with 1 to 4 substituents independently selected from the group consisting of NR 5 R 6 , C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 and S(O) 2 NR 11 R 12 ;
or phenyl, naphthalenyl or a 5- or 6-membered heteroaromatic ring, each optionally substituted with 1 to 5 substituents independently selected from the group consisting of halogen, cyano, nitro, OR 4 , NR 5 R 6 , C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C 2 -C 6 -alkoxyalkyl, C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 , S(O) 2 NR 11 R 12 , OC(O)R 7a and N(R 10 )C(O)R 7a ;
each R 1 is independently H, halogen, cyano, nitro, SF 5 , OCN, SCN, Si(R 14 ) 3 , OR 4 , NR 5 R 6 , 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(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 , S(O) 2 NR 11 R 12 , OC(O)R 7 , OC(O)OR 8 , OC(O)NR 11 R 12 , OS(O) 2 R 9 , OS(O) 2 NR 11 R 12 , N(R 10 )C(O)R 7 , N(R 10 )C(O)NR 11 R 12 , N(R 10 )S(O) 2 R 9 or N(R 10 )S(O) 2 NR 11 R 12 ;
or C 3 -C 7 -cycloalkyl, C 4 -C 8 -cycloalkylalkyl, C 6 -C 14 -cycloalkylcycloalkyl or C 5 -C 7 -cycloalkenyl, each optionally substituted with 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, OR 4a and S(O) m R 9a ;
or C 1 -C 6 -alkyl substituted with 1 to 4 substituents independently selected from the group consisting of cyano, nitro, OR 4 , NR 5 R 6 , C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 and S(O) 2 NR 11 R 12 ;
or phenyl, naphthalenyl or a 5- or 6-membered heteroaromatic ring, each optionally substituted with 1 to 5 substituents independently selected from the group consisting of halogen, cyano, nitro, OR 4 , NR 5 R 6 , C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 and S(O) 2 NR 11 R 12 ;
R 2 is H, halogen, cyano, nitro, SF 5 , OCN, SCN, Si(R 14 ) 3 , OR 4 , NR 5 R 6 , 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 3 -C 7 -cycloalkyl, C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 , S(O) 2 NR 11 R 12 , OC(O)R 7 , OC(O)OR 8 , OC(O)NR 11 R 12 , OS(O) 2 R 9 , OS(O) 2 NR 11 R 12 , N(R 10 )C(O)R 7 ,) N(R 10 )C(O)NR 11 R 12 , N(R 10 )S(O) 2 R 9 or N(R 10 )S(O) 2 NR 11 R 12 ;
or C 3 -C 7 -cycloalkyl, C 4 -C 8 -cycloalkylalkyl, C 6 -C 14 -cycloalkylcycloalkyl or C 5 -C 7 -cycloalkenyl, each optionally substituted with 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, OR 4a and S(O) m R 9a ;
or C 1 -C 6 -alkyl substituted with 1 to 4 substituents independently selected from the group consisting of cyano, nitro, OR 4 , NR 5 R 6 , C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 and S(O) 2 NR 11 R 12 ;
or phenyl, naphthalenyl or a 5- or 6-membered heteroaromatic ring, each optionally substituted with 1 to 5 substituents independently selected from the group consisting of halogen, cyano, nitro, OR 4 , NR 5 R 6 , C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 and S(O) 2 NR 11 R 12 ;
R 3 is H, 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(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 or S(O) 2 NR 11 R 12 ;
or C 3 -C 7 -cycloalkyl, C 4 -C 8 -cycloalkylalkyl or C 5 -C 7 -cycloalkenyl, each optionally substituted with 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, OR 4a , and S(O) m R 9a ;
or C 1 -C 6 -alkyl substituted with 1 to 4 substituents independently selected from the group consisting of cyano, nitro, OR 4 , NR 5 R 6 , C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 and S(O) 2 NR 11 R 12 ;
or C 1 -C 6 -alkyl substituted with 1 to 2 substituents independently selected from the group consisting of phenyl or a 5- or 6-membered heteroaromatic ring, each optionally substituted with 1 to 5 substituents independently selected from the group consisting of halogen, cyano, nitro, OR 4 , NR 5 R 6 , C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C 2 -C 6 -alkoxyalkyl, C(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 , S(O) 2 NR 11 R 12 , OC(O)R 7a and N(R 10 )C(O)R 7a ;
or phenyl optionally substituted with 1 to 5 substituents independently selected from the group consisting of halogen, cyano, nitro, OR 4 , NR 5 R 6 , C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C 2 -C 6 -alkoxyalkyl, C(X)R 1 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 , S(O) 2 NR 11 R 12 , OC(O)R 7a and N(R 10 )C(O)R 7a ;
each R 4 is independently H, 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 or C 2 -C 6 -haloalkynyl;
or C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl or C 2 -C 6 -alkynyl, each substituted with 1 to 4 substituents independently selected from the group consisting of, cyano, nitro, OR 4a , NR 5a R 6a , C(X)R 7a , C(O)OR 8a , C(O)NR 11 R 12 , S(O) m R 9a and S(O) 2 NR 11 R 12 ;
or C 3 -C 7 -cycloalkyl, C 4 -C 8 -cycloalkylalkyl, C 6 -C 14 -cycloalkylcycloalkyl or C 5 -C 7 -cycloalkenyl, each optionally substituted with 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, OR 4a and S(O) m R 9a ;
or phenyl optionally substituted with 1 to 3 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C(X)R 7a , C(O)OR 8a , C(O)NR 11 R 12 , OR 4a , C 2 -C 6 -alkoxyalkyl, S(O) m R 9a , S(O) 2 NR 11 R 12 , NR 5a R 6a , OC(O)R 7a and N(R 10 )C(O)R 7a ;
each R 4a is independently H, C 1 -C 6 -alkyl or C 1 -C 6 -haloalkyl;
each R 5 is independently H, NR 5a R 6a , 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(X)R 7 , C(O)OR 8 , C(O)NR 11 R 12 , S(O) m R 9 or S(O) 2 NR 11 R 12 ;
or C 3 -C 7 -cycloalkyl, C 4 -C 8 -cycloalkylalkyl, C 6 -C 14 -cycloalkylcycloalkyl or C 5 -C 7 -cycloalkenyl, each optionally substituted with 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, OR 4a and S(O) m R 9a ;
or phenyl optionally substituted with 1 to 3 substituents independently selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C(X)R 7a , C(O)OR 8 a, C(O)NR 11 R 12 , OR 4a , C 2 -C 6 -alkoxyalkyl, S(O)

Assignees

• Bayer Cropscience Ag

Inventors

• Greul Jörg
• Heil Markus
• Jeschke Peter
• Müller Klaus-Helmut
• Ilg Kerstin
• Malsam Olga
• Portz Daniela

Classifications

• A01N43/90

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title

• A61P33/02

  Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis · CPC title

• A61P33/00

  Antiparasitic agents · CPC title

• C07D487/04 Primary

  Ortho-condensed systems · CPC title

• A61P33/10

  Anthelmintics · CPC title