Sumitomo Chemical Company, Limited

Teruki Takahashi

Shuhei Azuma

Yuta Nagashima

Kazuya Ueki

Daisuke Oohira

Yuya Yoshimoto

Zengye Hou

A tetrazolinone compound represented by formula (1)   

Tetrazolinone compound and use thereof

A compound represented by formula (1): (wherein, Rrepresents an alkyl group having 1 to 6 carbon atoms or the like, Rand Rrepresent a hydrogen atom or the like, and X represents a chlorine atom, a bromine atom or an iodine atom)can be produced by:a step wherein a compound represented by formula (2): is reacted with a compound represented by formula (3): (wherein, each of Rand Rindependently represents an alkyl group having 1 to 3 carbon atoms or the like, and each of Rand Rindependently represents an alkoxy group having 1 to 3 carbon atoms or the like),thereby obtaining a compound represented by formula (4): a step wherein a compound represented by formula (4) is oxidized;a step wherein the product in the oxidation step is reduced; and a step wherein the product in the reduction reaction is halogenated.

Method for producing nitro compound

A compound represented by formula (1): can be produced by:a step wherein a compound represented by formula (2): is reacted with a compound represented by formula (3): thereby obtaining a compound represented by formula (4): a step wherein a compound represented by formula (4) is reacted with hypohalogenous acid or a salt thereof, thereby obtaining a compound represented by formula (5): and a step wherein a compound represented by formula (5) is reduced.

A tetrazolinone compound represented by formula (1): wherein Q represents a divalent 5-membered aromatic heterocyclic group optionally having one or more atoms or groups selected from Group P; A represents a 5- to 10-membered monocyclic or fused ring heterocyclic group optionally having one or more atoms or groups selected from Group P; Rand Reach represents a hydrogen atom, etc.; Rrepresents a C1-C6 alkyl group optionally having one or more halogen atoms, etc.; R, R, and Reach represents a hydrogen atom, etc.; and X represents an oxygen atom or a sulfur atom, has excellent control activity against pests.

The present invention provides a compound having an excellent efficacy for controlling pests. A tetrazolinone compound of a formula (1): [wherein, R1 represents an C6-C16 aryl group, an C1-C12 alkyl group, a C3-C12 cycloalkyl group or an adamantyl group, etc., which each optionally be substituted; R2 represents a hydrogen atom, an C1-C12 alkyl group, or a halogen atom, etc.; R4 and R5 represent independently of each other a hydrogen atom or an C1-C3 alkyl group, etc.; R6, R7, R8 and R9 represent independently of each other a hydrogen atom, a halogen atom, an C1-C12 alkyl group, a C1-C12 haloalkyl group, an C2-C12 alkenyl group, a C3-C12 cycloalkyl group, an C1-C12 alkoxy group or a C1-C12 haloalkoxy group, etc.; X and Y represent independently of each other a sulfur atom or an oxygen atom; Q represents an oxygen atom or a sulfur atom; and R10 represents an C1-C6 alkyl group, etc.] shows an excellent controlling efficacy on pests. 

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Takarazuka, Japan

Teruki Takahashi