Sumitomo Chemical Company, Limited

Yuya Yoshimoto

Sadayuki Arimori

Yuichi Matsuzaki

Takayuki Shioda

Masaji Hirota

Daisuke Oohira

Shuhei Azuma

Yuta Nagashima

Teruki Takahashi

Tatsuya Toriumi

Zengye Hou

By reacting 3-methyl-2-methoxymethylaniline, etc. with a phosgene compound in the presence of a tertiary amine at 10&#xb0; C. to 14&#xb0; C. in at least one kind of solvent selected from a group consisting of chlorobenzene and ortho-dichlorobenzene, an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanatobenzene can be manufactured with good yields.

Isocyanate compound manufacturing method

A tetrazolinone compound of formula (1): wherein Rand Reach independently represents a hydrogen atom, etc.;Rrepresents a C1-C6 alkyl group, etc.; R, R, and Reach independently represents a hydrogen atom, etc.; A represents a C6-C16 aryl group optionally having one or more atoms or groups selected from Group P, etc.; Q represents the following group Q1, etc.; and X represents an oxygen atom or a sulfur atom, has excellent control activity against pests.

Tetrazolinone compound and use of same

A tetrazolinone compound represented by formula (1): wherein Rand Reach represents a hydrogen atom, a halogen atom, or a C1-C3 alkyl group; Rrepresents a C1-C3 alkyl group optionally having one or more halogen atoms; R, R, and Reach represents a hydrogen atom or a halogen atom; Rrepresents a C1-C3 alkyl group; Q represents a divalent group selected from Group P; and A represents a C7-C18 aralkyloxy group optionally having one or more atoms or groups selected from Group P, has excellent control activity against pests.

Tetrazolinone compound and use thereof

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, or a C3-C12 cycloalkyl group, etc., which each optionally be substituted; R2, R3, R4 and R5 represent independently of each other a hydrogen atom, a halogen atom or an C1-C3 alkyl group, etc.; R6 represents an C1-C6 alkyl group, a C3-C6 cycloalkyl group, a halogen atom, a C1-C6 haloalkyl group, an C2-C6 alkenyl group, an C1-C6 alkoxy group, or a C1-C6 haloalkoxy group, etc.; R7, R8 and R9 represent independently of each other a hydrogen atom, a halogen atom, or an C1-C4 alkyl group, etc.; X represents an oxygen atom or a sulfur atom; and R10 represents an C1-C6 alkyl group, etc.] shows an excellent controlling efficacy on pests. 

Tetrazolinone compounds and its use as pesticides

A nitro compound represented by formula (1) which is a raw material for producing a compound represented by formula (7) can be produced by reacting at least one type selected from the group consisting of a compound represented by formula (2), a compound represented by formula (3), and a compound represented by formula (3') with a compound represented by formula (4). [In the formula, R, R, R, and Rare each independently a hydrogen atom, etc., Xand Xare each independently a chlorine atom, etc., R, R, R, and Rare a hydrogen atom, etc., provided that X, X, R, R, R, and Rare not all the same, X, X, and Xare a halogen atom, Ris a nitro group, etc., Ris an alkyl group having 1 to 12 carbon atoms, etc., and M is an alkali metal atom.] 

Method for producing nitro compound

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. 

Growing community of inventors

Takarazuka, Japan

Yuya Yoshimoto