US 12,391,648 B2
Pyridyloxy thioester derivative and preparation method therefor, herbicidal composition, and application
Lei Lian, Qingdao (CN); Xuegang Peng, Qingdao (CN); Rongbao Hua, Qingdao (CN); Jingyuan Zhang, Qingdao (CN); and Qi Cui, Qingdao (CN)
Assigned to Qingdao Kingagroot Chemical Compound Co., Ltd., Qingdao (CN)
Appl. No. 17/414,467
Filed by Qingdao Kingagroot Chemical Compound Co., Ltd., Qingdao (CN)
PCT Filed Dec. 27, 2018, PCT No. PCT/CN2018/124458
§ 371(c)(1), (2) Date Jun. 16, 2021,
PCT Pub. No. WO2020/133090, PCT Pub. Date Jul. 2, 2020.
Prior Publication US 2022/0073465 A1, Mar. 10, 2022
Int. Cl. C07D 401/04 (2006.01); A01N 43/40 (2006.01); A01N 43/54 (2006.01); A01P 13/00 (2006.01); C07D 213/73 (2006.01); C07D 401/12 (2006.01); C07D 405/12 (2006.01); C07D 409/04 (2006.01)
CPC C07D 213/73 (2013.01) [A01N 43/40 (2013.01); A01N 43/54 (2013.01); A01P 13/00 (2021.08); C07D 401/04 (2013.01); C07D 401/12 (2013.01); C07D 405/12 (2013.01); C07D 409/04 (2013.01)] 7 Claims
 
1. A pyridyloxy thioester derivative represented by formula l,

OG Complex Work Unit Chemistry
wherein, A, B each independently represent halogen, alkyl or cycloalkyl;
C represents hydrogen, halogen, or alkyl;
Q represents cyano, cyanoalkyl, hydroxyalkyl, nitro, formyl, alkyl optionally substituted by at least one halogen, alkenyl, alkynyl, cycloalkyl, alkoxy, alkylthio, alkoxycarbonyl, alkoxyalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, or unsubstituted or substituted arylalkyl;
M represents alkyl optionally substituted by at least one halogen, cycloalkyl optionally substituted by at least one halogen, -alkyl-R optionally substituted by at least one halogen, unsubstituted or substituted heterocyclyl, unsubstituted or substituted aryl, or unsubstituted or substituted heteroaryl;
R represents

OG Complex Work Unit Chemistry
 cyano or nitro;
R3 each independently represents alkyl or alkenyl;
R4 and R5 each independently represent hydrogen or alkyl;
X represents NR1R2, wherein R1 represents H; R2 represents H, alkyl optionally substituted by 1-2 R11, or —COR12;
wherein R11 represents unsubstituted or substituted aryl, or unsubstituted or substituted heteroaryl;
R12 represents alkyl or phenyl;
wherein the term “heterocyclyl” refers to

OG Complex Work Unit Chemistry
 the term “aryl” refers to phenyl or naphthyl; the term “heteroaryl” refers to

OG Complex Work Unit Chemistry
 which is optionally substituted by at least one group selected from halogen, alkyl optionally substituted by at least one halogen, OR″ optionally substituted by at least one halogen, and amino substituted by one or two groups selected from alkyl;
R′ each independently represents alkyl optionally substituted by at least one halogen;
R″ each independently represents alkyl.