US 12,256,736 B2
Pyridazine compound and herbicide
Ken Mihara, Odawara (JP); Yoji Ikeda, Odawara (JP); Yukina Taki, Odawara (JP); and Kazushige Kato, Odawara (JP)
Assigned to Nippon Soda Co., Ltd., Tokyo (JP)
Appl. No. 17/636,701
Filed by Nippon Soda Co., Ltd., Tokyo (JP)
PCT Filed Sep. 23, 2020, PCT No. PCT/JP2020/035682
§ 371(c)(1), (2) Date Feb. 18, 2022,
PCT Pub. No. WO2021/060236, PCT Pub. Date Apr. 1, 2021.
Claims priority of application No. 2019-174532 (JP), filed on Sep. 25, 2019.
Prior Publication US 2022/0287305 A1, Sep. 15, 2022
Int. Cl. C07D 409/04 (2006.01); A01N 43/58 (2006.01); A01P 13/00 (2006.01); C07D 407/04 (2006.01)
CPC A01N 43/58 (2013.01) [A01P 13/00 (2021.08); C07D 409/04 (2013.01)] 4 Claims
 
1. A compound represented by formula (I) or a salt thereof:

OG Complex Work Unit Chemistry
wherein:
R1 represents a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C2 to C6 alkenyl group, a substituted or unsubstituted C2 to C6 alkynyl group, or a substituted or unsubstituted C3 to C6 cycloalkyl group,
R2 represents a hydrogen atom, a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C2 to C6 alkenyl group, a substituted or unsubstituted C2 to C6 alkynyl group, a group represented by Ra—CO—, a group represented by RaO—CO—, a group represented by RaNH—CO—, a group represented by Ra2N—CO—, a group represented by Ra—SO2—, a group represented by Ra—CO—O—CRb2—, or a group represented by Ra O—CO—O—CRb2—,
each Ra independently represents a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C2 to C6 alkenyl group, a substituted or unsubstituted C2 to C6 alkynyl group, a substituted or unsubstituted C3 to C6 cycloalkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted 5- to 6-membered heterocyclyl group,
each Rb independently represents a hydrogen atom, or a substituted or unsubstituted C1 to C6 alkyl group,
R3 represents a hydrogen atom, a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C2 to C6 alkenyl group, a substituted or unsubstituted C2 to C6 alkynyl group, or a substituted or unsubstituted C3 to C6 cycloalkyl group,
R4 represents a halogeno group, a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C1 to C6 alkoxy group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted 5- to 6-membered heteroaryl group, or a cyano group,
R5 represents a hydrogen atom, or a halogeno group,
R6 represents a hydrogen atom, or a halogeno group,
A represents a substituted or unsubstituted C1 to C4 alkylene group, a substituted or unsubstituted C2 to C3 alkenylene group, or a substituted or unsubstituted C1 to C2 alkyleneoxy C1 to C2 alkylene group,
X1 represents an oxygen atom, or a sulfonyl group,
X2 represents an oxygen atom, a sulfenyl group, a sulfinyl group, a sulfonyl group, a group represented by —S(═NRc)—, or a group represented by —S(═O)(═NRc)—,
each Rc independently represents a hydrogen atom, a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a cyano group,
m represents 0 or 1, n represents 0 or 1, and
the sum of m and n is 1 or 2, and when A is a substituted or unsubstituted methylene group, the sum of m and n is 2.