US 12,421,237 B2
Pesticidally active heterocyclic derivatives with sulfur containing substituents
Andrew Edmunds, Stein (CH); Sebastian Rendler, Stein (CH); Michel Muehlebach, Stein (CH); Daniel Emery, Stein (CH); Anke Buchholz, Stein (CH); Vikas Sikervar, Goa (IN); and Girish Rawal, Goa (IN)
Assigned to SYNGENTA CROP PROTECTION AG, Basel (CH)
Filed by SYNGENTA PARTICIPATIONS AG, Basel (CH)
Filed on Sep. 7, 2021, as Appl. No. 17/468,051.
Application 17/468,051 is a continuation of application No. 16/470,165, abandoned, previously published as PCT/EP2017/081968, filed on Dec. 8, 2017.
Claims priority of application No. 201611042841 (IN), filed on Dec. 15, 2016.
Prior Publication US 2021/0403478 A1, Dec. 30, 2021
Int. Cl. C07D 487/04 (2006.01); A01N 43/90 (2006.01)
CPC C07D 487/04 (2013.01) [A01N 43/90 (2013.01)] 19 Claims
 
1. A compound of formula I

OG Complex Work Unit Chemistry
wherein
A is CH or N;
X is S, SO or SO2;
R1 is C1-C4alkyl, C1-C4haloalkyl, C3-C6cycloalkyl or C3-C6cycloalkyl-C1-C4alkyl; or
R1 is C3-C6cycloalkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl; or
R1 is C3-C6cycloalkyl-C1-C4alkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl; or
R1 is C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl;
R2 is halogen, cyano, C1-C6haloalkyl or C1-C6haloalkyl substituted by one or two substituents selected from the group consisting of hydroxyl, methoxy and cyano; or
R2 is C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, O(C1-C4haloalkyl), —C(O)C1-C4haloalkyl; or
R2 is C3-C6cycloalkyl which can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
X1 is O, S or NR3, wherein R3 is hydrogen, C1-C4alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C4alkoxy-C1-C4alkyl or C3-C6cycloalkyl;
Z1 is cyano, formyl, hydroxyl, C3-C6cycloalkyl, hydroxycarbonyl, aminocarbonyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4halo-alkylsulfinyl, C1-C4haloalkylsulfonyl, C1-C4alkoxycarbonyl, C1-C4haloalkoxycarbonyl, C1-C4alkylcarbonyl, C1-C4haloalkylcarbonyl, di-(C1-C4) alkylaminocarbonyl, C1-C4alkylaminocarbonyl, amino, C1-C4alkylcarbonylamino, di-(C1-C4) alkylcarbonylamino, C1-C4alkoxycarbonylamino or a group —C(R5)—NOR6, wherein R5 and R6 are independently hydrogen, C1-C4alkyl, C1-C4haloalkyl; or
Z1 is phenyl, said phenyl can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl; or
Z1 is C1-C4alkyl which is mono- or polysubstituted by the group Z2;
Z2 is cyano, formyl, hydroxyl, C3-C6 cycloalkyl, hydroxycarbonyl, aminocarbonyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4halo-alkylsulfinyl, C1-C4haloalkylsulfonyl, C1-C4alkoxycarbonyl, C1-C4haloalkoxycarbonyl, C1-C4alkylcarbonyl, C1-C4haloalkylcarbonyl, di-(C1-C4) alkylaminocarbonyl, C1-C4alkylaminocarbonyl, amino, C1-C4alkylcarbonylamino, di-(C1-C4) alkylcarbonylamino, C1-C4alkoxycarbonylamino, a group —C(R5)—NOR6, wherein R5 and R6 are independently hydrogen, C1-C4alkyl or C1-C4haloalkyl;
R1a is hydrogen, C1-C2alkyl, C1-C4alkoxy or halogen; and
n is 1 or 2; or
agrochemically acceptable salts, stereoisomers, enantiomers, tautomers, or N-oxides thereof.