Kumiai Chemical Industry Co., Ltd.

Ihara Chemical Industry Co., Ltd.

Toshihiro Nagata

Yoshiyuki Kojima

Shigehiko Tachikawa

Katsumi Masuda

Nobumitsu Sawai

Nobuyuki Ohba

Shigekazu Ito

Daisuke Shikama

Takeshi Matsuda

Takeshige Miyazawa

Masaaki Komatsu

Shoji Kusano

Ryo Hanai

Norihisa Yonekura

Masafumi Matsuzawa

Isao Kaneko

Katsutada Yanagisawa

Shin-ichiro Maeno

Shunichirou Fukumoto

Sumio Yokota

Atsushi Kogure

Yuki Nakano

Keiji Toriyabe

Yasunori Ogawa

Katsuya Kato

Shinichiro Maeno

Akira Takeuchi

Kei Kawamoto

Seisuke Ito

Shoji Kasano

The objective of the present invention is to provide a production method for a 4,5-dihydroisoxazole represented by formula (3), which is safe, industrially desirable, economical, and environmentally friendly. The present invention causes the compound of formula (1) to react with hydroxylamine in the presence of an acid catalyst to produce the compound of formula (3) through the reaction represented by the reaction equation.

Production method for 5,5-di-substituted-4,5-dihydroisoxazole

The present invention addresses the problem of providing an industrially preferable, economical, and environmentally friendly method for producing the 4,5-dihydroisoxazole represented by a formula (3).  The present invention enables the compound of a formula (3) to be produced by reacting the compound of a formula (2) according to the reaction represented by a reaction formula in the presence of an acid catalyst. 

Method for producing 5, 5-disubstituted-4, 5-dihydroisoxazole

The present disclosure provides an industrially preferable, economical, and environmentally friendly method for producing a compound [C1] of formula (5), namely, a (4,5-dihydroisoxazol-3-yl)thiocarboxamidine salt compound. The present disclosure relates to a method wherein: a reaction expressed by reaction formula [C2] is caused so as to produce a compound of formula (4) by reacting a compound of formula (3) with a halogenation agent in the presence of a nitrile solvent, and the compound of formula (4) is subsequently reacted with an isothiouronium-forming agent, thereby producing a compound of formula (5).  

Method for producing thiocarboxamidine salt compound

The present invention provides a glyoxime derivative displaying excellent pesticidal effect or a salt thereof and a pesticide containing the same as an active ingredient. This pesticide is characterized by containing as an active ingredient, a glyoxime derivative expressed by the general formula [I] (in which X represents a cyano group or a carbamoyl group, Rrepresents a C&#x2dc;Calkyl group, a C&#x2dc;Ccycloalkyl C&#x2dc;Calkyl group, etc, and Rrepresents a hydrogen atom, a C&#x2dc;Calkyl group, a C&#x2dc;Ccycloalkyl C&#x2dc;Calkyl group, etc.) or an agriculturally acceptable salt thereof. 

Glyoxime derivative and pest control agent

The present invention provides a novel alkoxyimino derivative or a salt thereof, as well as to a pest control agent containing the derivative or salt thereof as an active ingredient, which shows an excellent pest control effect on a wide range of pests in the agricultural and horticultural field and is also capable of controlling resistant pests. The novel alkoxyimino derivative is characterized by being represented by general formula [I] (in the formula, X, R, Rand Q are as defined in the specification) and the post control agent is characterized by containing as an active ingredient the alkoxyimino derivative or a salt thereof.

Alkoxyimino derivative and pest control agent

A 3,4-dihalogenoisothiazole derivative represented by the general formula [I] (wherein Ris a halogen atom; A is an oxygen atom or a sulfur atom; and R is a C-Calkyl group, a C-Calkenyl group, a C-Calkynyl group, a C-Ccycloalkyl group, a phenyl group or a 5- to 10-membered heterocyclic group containing at least one of oxygen atom, sulfur atom and nitrogen atom), or a salt thereof.

3,4-dihalogenoisothiazole derivative, and agricultural or horticultural plant disease-controlling agent

A 1,2-benzoisothiazole derivative or a salt thereof is not harmful to a crop and is remarkably effective against agricultural or horticultural plant diseases such asand, and an agricultural or horticultural plant disease-controlling agent containing the derivative or its salt as an active ingredient. The 1,2-benzoisothiazole derivative is represented by the general formula [I]: (wherein Ris a hydrogen atom or a halogen atom, and Ris a methyl group or a halogen atom), or a salt thereof.

1,2 Benzoisothiazole derivative, and agricultural or horticultural plant disease- controlling agent

A condensed heterocyclic derivative of the formula ##STR1## (wherein R is a hydroxyl group, R.sup.3 or R.sup.4 is an alkoxy group, W is an oxygen atom, Yn is a hydrogen atom, Z is a methine group, and A is a 5- or 6-membered heterocyclic ring which may be substituted, and a herbicide, are presented. When used for paddy field treatment, upland soil treatment and foliage treatment, the condensed heterocyclic derivative of the present invention exhibits excellent herbicidal activities against gramineous and non-gramineous weeds without adversely affecting crop plants.

Condensed heterocyclic derivatives and herbicides

A herbicidal 2-oxo-3-pyrroline derivative having the formula: ##STR1## wherein X is a hydrogen atom or a halogen atom, Z is an oxygen atom or a group of the formula .dbd.N--OR.sup.1 (wherein R.sup.1 is a hydrogen atom, an alkyl group, a benzyl group or a phenyl group which is substituted by halogen atoms); and R is a hydrogen atom, an alkyl group, a benzyl group, a chloro-substituted benzyl group, a benzylidene methyl group, a group of the formula ##STR2## wherein Y is a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group or an alkoxy group, and n is an integer of from 1 to 3, or a group of the formula ER.sup.2 wherein E is an oxygen atom, a sulfur atom or a group of the formula &gt;N--R.sup.3, wherein R.sup.3 is a hydrogen atom, an alkyl group or an alkenyl group, and R.sup.2 is a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a benzyl group, a phenylsulfonyl group or a group of the formula ##STR3## wherein G is defined in the specification and m is an integer of 1-5.

2-oxo-3-pyrroline derivatives, process for their production and

Disclosed are pyrimidine derivatives represented by general formula (I) ##STR1## wherein X represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a haloalkyl group or a cyano group; Y.sup.1 represents an alkyl group, a cyanoalkyl group, an alkoxy group, an alkenyl group substituted with a hydroxy group and a halogen atom, an alkynyl group which may be substituted with a hydroxy group, a methylamino group, an alkoxyalkyloxy group, an alkylthioalkyl group or a group of the formula --CH.sub.2 OR.sup.1 where R.sup.1 represents a hydrogen atom, an alkyl group, an alkenyl group or an alkynyl group; Y.sup.2 represents a halogen atom, an alkyl group or a haloalkyl group; R represents a hydrogen atom, an alkyl group, a nitroso group, an alkoxyalkyl group, an alkoxyalkyloxyalkyl group, an alkenyl group, an alkynyl group, a formyl group or an alkylthioalkyl group, with the proviso that (a) when Y.sup.1 represents an alkynyl grop or when Y.sup.1 represents an alkoxy group and Y.sup.2 represents a halogen atom or an alkyl group, X and R are not a hydrogen atom simultaneously, (b) when Y.sup.1 and Y.sup.2 each represents an alkyl group, R is not a hydrogen atom, or (c) when Y.sup.1 represents an alkyl group and Y.sup.2 represents a halogen atom, X and R are not a hydrogen atom simultaneously or X is not a halogen atom nor an alkyl group. Also, agricultural or horticultural compositions containing the pyrimidine derivatives as active ingredient are disclosed, which show high controlling activities for cucumber gray mold (Botrytis cinerea), cucumber downey mildew (Pseudoperonospora cubensis), Alternaria sooty spot of Chineese mustard (Alternaria brassicicola), rice blast (Pyricularia oryzae), etc.

Pyrimidine derivatives, process for preparing the same and agricultural

Disclosed are pyrimidine derivatives represented by general formula ##STR1## wherein Z.sup.1 represents an alkynyl group, an alkenyl group, an alkoxy group, an alkenyloxy group, or an alkynyloxy group which may be substituted with a halogen atom, and Z.sup.2 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or a group of the formula ##STR2## where Z.sup.3 represents a hydrogen atom or a methyl group; or its salt, and processes for preparing same. Also, agricultural or horticultural compositions containing the pyrimidine derivatives as active ingredient are disclosed, which show high controlling activities for cucumber gray mold (Botrytis cinerea), cucumber downey mildew (Pseudoperonospora cubensis), Alternaria sooty spot of Chinese mustard (Alternaria brassicicola), rice blast (Pyricularia oryzae), etc.

Pyrimidine derivative, process for preparing same and argicultural or

Disclosed are pyrimidine derivatives represented by general formula ##STR1## wherein Z.sup.1 represents an alkynyl group, an alkenyl group, an alkoxy group, an alkenyloxy group, or an alkynyloxy group which may be substituted with a halogen atom, and Z.sup.2 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or a group of the formula ##STR2## where Z.sup.3 represents a hydrogen atom or a methyl group; or its salt; and processes for preparing same. Also, agricultural or horticultural compositions containing the pyrimidine derivatives as active ingredient are disclosed, which show high controlling activities for cucumber gray mold (Botrytis cinerea), cucumber downey mildew (Pseudoperonospora cubensis), Alternaria sooty spot of Chinese mustard (Alternaria brassicicola), rice blast (Pyricularia oryzae), etc.

Growing community of inventors

Shizuoka, Japan

Toshihiro Nagata