Sumitomo Chemical Company, Limited

Yuta Nagashima

Teruki Takahashi

Kazuya Ueki

Takashi Miyamoto

Masaji Hirota

Norio Kimura

Yuya Yoshimoto

Tatsuya Toriumi

Hiroki Maruyama

Hirohisa Nitta

The present specification discloses a method for producing an isocyanate compound. The invention relates to a method for producing the compound represented by formula (2), or a salt thereof is mixed with phosgene(s) under a condition such that the pH of the aqueous layer is 1 or less, in the presence of a water-immiscible solvent and water.

Method for producing isocyanate compound

The present invention provides a compound having excellent control efficacy against pests, especially Lepidoptera pests. A compound represented by formula (1) has excellent control efficacy against pests, especially Lepidoptera pests.

Tetrazolinone compound and use thereof

The present invention provides a process for producing an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like. By reacting 3-Methyl-2-methoxymethyl aniline and the like with phosgene in the presence of a tertiary amine at 10&#xb0; C. to 14&#xb0; C. in one or more solvents selected from the group consisting of toluene and xylene, isocyanate compounds such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like can be produced at high yield.

Production method for isocyanate compound

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 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.] 

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Osaka, Japan

Yuta Nagashima