Cyclic compounds substituted by a condensed ring system

Patent metadata

Field	Value
Publication number	US-10023563-B2
Application number	US-201515538154-A
Country	US
Kind code	B2
Filing date	Dec 21, 2015
Priority date	Dec 22, 2014
Publication date	Jul 17, 2018
Grant date	Jul 17, 2018

Abstract

Compounds of formula I

defined herein are provided. Uses of these compounds for controlling invertebrate pests, protecting plant propagation material and providing an agricultural and a veterinary composition including the compounds are also described. Compounds for use as intermediate compounds in the preparation of compounds I are also described.

First claim

We claim:

1. Compounds of the formula I

wherein
X 1 is selected from S, O and CH 2 ;
A is a group selected from A 1 and A 2 ;
wherein
A 1 is a group of following formula:

wherein
# denotes the bond to the aromatic ring of formula (I); and
W is selected from O and S; and

A 2 is a group —C(R 7a )(R 7b )—N(R 52 )—C(═O)—R 62

B 1 , B 2 , B 3 , B 4 and B 5 are independently selected from the group consisting of N and CR 2 , wherein zero or one of B 1 , B 2 , B 3 , B 4 and B 5 is N;
R g1 and R g2 form together a bridging group selected from —CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —OCH 2 CH 2 —, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S(O) p —, —S(O) p CH 2 CH 2 —, —CH 2 S(O) p CH 2 —, —S(O) p CH 2 S(O) p —, —OCH 2 S(O) p —, —S(O) p CH 2 O—, —OCH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 OCH 2 CH 2 —, —CH 2 CH 2 OCH 2 —, —OCH 2 CH 2 O—, —OCH 2 OCH 2 —, —CH 2 OCH 2 O—, —S(O) p CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 S(O) p —, —CH 2 S(O) p CH 2 CH 2 —, —CH 2 CH 2 S(O) p CH 2 —, —S(O) p CH 2 CH 2 S(O) p —, —S(O) p CH 2 S(O) p CH 2 —, —CH 2 S(O) p CH 2 S(O) p —, —S(O) p CH 2 CH 2 O—, —OCH 2 CH 2 S(O) p —, —S(O) p CH 2 OCH 2 —, —OCH 2 S(O) p CH 2 —, —CH 2 OCH 2 S(O) p — and —CH 2 S(O) p CH 2 O—;
where p is one of 0, 1 and 2; and
where each hydrogen atom of the bridging group is optionally replaced by a substituent independently selected from the group consisting of halogen, methyl, halogenated methyl, hydroxyl, methoxy and halogenated methoxy; and wherein one or two CH 2 groups of the bridging group are optionally replaced by a C═O group;

R 1 is C 1 -haloalkyl;
each R 2 is independently selected from a group consisting of hydrogen, halogen, C 1 -C 2 -haloalkoxy and C 1 -C 2 -haloalkyl;
R 3a and R 3b , independently of each other, are selected from hydrogen and halogen;
R 7a and R 7b , independently of each other, are selected from hydrogen, cyano, methyl and C 1 -haloalkyl;
R 51 and R 52 , independently of each other, are selected from the group consisting of hydrogen, C 1 -C 3 -alkyl, C 2 -C 3 -alkenyl, C 2 -C 3 -alkynyl, C 1 -C 6 -alkoxymethyl and CH 2 —CN;
R 61 is selected from a group consisting of hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which carries one or two radicals R 81 , C 1 -C 6 -haloalkyl which carries one radical R 81 , C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl which may be substituted by 1 or 2 CN substituents; C 3 -C 6 -halocycloalkyl; —N(R 101a )R 101b , —CH═NOR 91 , phenyl, phenyl which is substituted with 1, 2, 3, 4, or 5 substituents R 16 ; and a heterocyclic ring selected from rings E-1 to E-63

where in rings E-1 to E-63
a zigzag line denotes an attachment point to a remainder of the molecule;
k is one of 0, 1, 2 and 3;
n is one of 0, 1 and 2; and
R 16 is as defined below;

R 62 is selected from a group consisting of hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl substituted by one or two radicals R 82 , C 1 -C 6 -haloalkyl which carries one radical R 82 , C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl which carries a CN substituent, C 3 -C 6 -halocycloalkyl, —N(R 102a )R 102b , —C(═O)N(R 112a )R 112b , —CH═NOR 92 , phenyl, phenyl which is substituted with 1, 2, 3, 4, or 5 substituents R 16 ; and a heterocyclic ring selected from rings of formulae E-1 to E-63 as defined above;
each R 81 is independently selected from OH, CN, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl which carries a CN or C 1 -haloalkyl substituent, C 3 -C 6 -halocycloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -haloalkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylsulfonyl, —C(═O)N(R 101c )R 101d , phenyl, phenyl which is substituted with 1, 2, 3, 4, or 5 R 16 ; and a heterocyclic ring selected from rings E-1 to E-63 as defined above;
each R 82 is independently selected from OH, CN, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl which carries a CN or C 1 -haloalkyl substituent; C 3 -C 6 -halocycloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -haloalkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylsulfonyl, —C(═O)N(R 102c )R 102d , phenyl, phenyl which is substituted with 1, 2, 3, 4, or 5 substituents R 16 ; and a heterocyclic ring selected from rings E-1 to E-63 as defined above;
R 91 and R 92 , independently of each other, are selected from hydrogen, C 1 -C 6 -alkyl, and C 1 -C 6 -haloalkyl;
R 101a , R 102a , R 102c and R 112a , independently of each other, are selected from hydrogen and C 1 -C 6 -alkyl;
R 101b is selected from hydrogen, —C(═O)N(R 14a )R 14b , phenyl, phenyl substituted with 1, 2, 3, 4, or 5 substituents R 16 ; and a heterocyclic ring selected from rings of formulae E-1 to E-42 as defined above;
R 102b is selected from hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, CH 2 —CN, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halocycloalkyl, C 3 -C 6 -cycloalkylmethyl, C 3 -C 6 -halocycloalkylmethyl, phenyl, phenyl which is substituted with 1, 2, 3, 4, or 5 substituents R 16 ; and a heterocyclic ring selected from rings of formulae E-1 to E-42 as defined above;
R 101c is selected from a group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 3 -alkynyl and CH 2 —CN;
R 101d is selected from a group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, CH 2 —CN, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halocycloalkyl, C 3 -C 6 -cycloalkylmethyl, C 3 -C 6 -halocycloalkylmethyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, phenyl, phenyl which is substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -haloalkenyl, C 2 -C 4 -alkynyl, C 2 -C 4 -haloalkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halocycloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio and C 1 -C 4 -haloalkylthio; and a heterocyclic ring selected from rings of formulae E-1 to E-63;
R 102d and R 112b , independently of each other, are selected from hydrogen, 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 6 -cycloalkyl, C 3 -C 6 -cycloalkyl which carries a CN substituent, C 3 -C 6 -halocycloalkyl, C 3 -C 6 -cycloalkylmethyl and C 3 -C 6 -halocycloalkylmethyl;
R 14a is selected from a group consisting of hydrogen and C 1 -C 6 -alkyl;
R 14b is selected from a group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, CH 2 —CN, C 1 -C 6 -haloal

Assignees

• Basf Se

Inventors

• Bindschaedler Pascal
• Datta Gopal Krishna
• Von Deyn Wolfgang
• Braun Franz-Josef

Classifications

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title

• A01N43/10

  with sulfur as the ring hetero atom · CPC title

• C07D405/12 Primary

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

• C07D333/12

  Radicals substituted by halogen atoms or nitro or nitroso radicals · CPC title

• C07D333/24

  Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title