Sumitomo Chemical Company, Limited

Takayuki Wakamatsu

Junichi Ishikawa

Markus Jachmann

Mitsuharu Anryu

Tohru Inoue

Miyuki Iguchi

Takashi Miyamoto

Yasuyuki Nakae

Rika Kasai

The present invention provides a new production method for a chlorobenzene compound. Specifically, the present invention provides a production method in which the compound represented by formula (1) (in the formula, Xrepresents a halogen atom) and chlorine are reacted in the presence of a Br&#xf8;nsted acid, thereby obtaining the chlorobenzene compound represented by formula (2) (in the formula, Xrepresents the same as above).

Chlorobenzene compound production method

The present invention provides an effective production method for a pyridone compound. More specifically, the present invention provides a production method comprising: a step of reacting the compound represented by formula (1) (in the formula, Xand Xeach independently represent a halogen atom, Rrepresents a hydrogen atom, an amino group, or a group represented by NHCOR, and Rrepresents a C1-C5 alkyl group) with 4 to 10 times by mass, with respect to the compound represented by formula (1), of the compound represented by formula (2) (in the formula, Rrepresents the same as described previously), in the presence of at least one of a tri(C1-C8 alkyl)amine and an alkali metal acetate, at a temperature of 100&#xb0; C. or higher to obtain the compound represented by formula (3) (in the formula, X, Xand Rrepresent the same as described previously, Rrepresents a hydrogen atom or an NHCORgroup); and a step of hydrolyzing the compound represented by formula (3), to obtain the pyridone compound represented by formula (4) (in the formula, X, Xand Rrepresent the same as described previously).

Pyridone compound production method

A pyridazine compound represented by formula [1]: which is useful as an active ingredient of a plant disease control agent can be produced, by steps of obtaining a compound represented by formula [3]: by reacting a compound represented by formula [4]: with a compound represented by formula [5]: obtaining a compound represented by formula [2]: by deprotecting the compound [3]; and reacting the compound [2] with a chlorinating agent. 

Method for producing pyridazine compound

A pyridine compound represented by formula (1) that is useful as an insecticide is produced by reacting a compound represented by formula (2) and a compound represented by formula (3). In formula (2) Lrepresents a halogen atom; R, R, R, R, and Rrepresent chain hydrocarbon groups, etc., having 1-6 carbon atoms optionally substituted by fluorine atoms; Arepresents &#x2014;NR&#x2014;, an oxygen atom, or a sulfur atom; Arepresents a nitrogen atom or &#x2550;CR&#x2014;; and Rand Rrepresent C1-6 chain hydrocarbon groups or hydrogen atoms. In formula (3) Mrepresents a sodium ion, a potassium ion, or a lithium ion.

Method for producing pyridine compound

The present invention relates to a novel method for producing a pyridazinone compound and an intermediate wherein the symbols are as defined in the specification.

Method for producing pyridazinone compounds and intermediate thereof

The present invention relates to a novel method for producing a pyridazinone compound and an intermediate thereof as shown in the following scheme: wherein the symbols are as defined in the specification. 

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Oita, Japan

Takayuki Wakamatsu