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Patent
Ihara Chemical Industry Co. | Date: 2017-02-08

[Problem to be Solved] To provide an industrially preferred process for producing an isothiazole compound which avoids the simultaneous use of N,N-dimethylformamide or the like and chlorine. [Solution] A process for producing an isothiazole compound represented by a general formula (3)which comprises introducing a halogen represented by a general formula (2)X(2)(wherein X is as defined above)into a nitrile compound represented by a general formula (1)and sulfur at 70C or more in the presence of an ether compound represented by a general formula (7)R(7)(wherein R^(1) and R^(2) are the same or different and each represent an alkyl group or the like)to carry out a reaction between the nitrile compound, the sulfur and the halogen.


Patent
Kumiai Chemical Industry Co. and Ihara Chemical Industry Co. | Date: 2016-04-05

An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient. [in the above formula, R^(1 )is, for example, a C_(1)C_(6 )alkyl group which is mono- or poly-substituted with halogen atom; R^(2 )is, for example, a halogen atom or a C_(1)C_(6 )alkyl group; R^(3 )is, for example, a hydrogen atom or a halogen atom; and R^(4 )is, for example, a hydrogen atom or a C_(1)C_(12 )alkyl group.] The derivative or the salt has an excellent pest control effect.


Patent
Kumiai Chemical Industry Co. and Ihara Chemical Industry Co. | Date: 2015-01-22

Disclosed are triazine derivative compounds exhibiting sufficient herbicidal activity at low application dosage when they are applied to soils and foliage, and an agrochemical composition using the same, in particular herbicides.


Patent
Kumiai Chemical Industry Co. and Ihara Chemical Industry Co. | Date: 2015-02-25

An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient.^(1) is, for example, a C_(1)C_(6) alkyl group which is mono- or poly-substituted with halogen atom; R^(2) is, for example, a halogen atom or a C_(1)C_(6) alkyl group; R^(3) is, for example, a hydrogen atom or a halogen atom; and R^(4) is, for example, a hydrogen atom or a C_(1)C_(12) alkyl group.] The derivative or the salt has an excellent pest control effect.


Patent
Ihara Chemical Industry Co. | Date: 2015-08-12

[Problem to be Solved] To provide an industrially preferred process for producing an isothiazole compound, particularly 3,4-dichloro-5-cyanoisothiazole. For example, to provide a safer industrial production process by avoiding the simultaneous use of an aprotic polar solvent such as N,N-dimethylformamide and chlorine. In addition, to provide a production process which is economically preferred because an aprotic polar solvent, which is highly likely to become a part of waste, is not used. [Solution] A process for producing an isothiazole compound represented by a general formula (3), wherein R is a cyano group or the like; and X is a chlorine atom or the like, which comprises heating a nitrile compound represented by a general formula (1), wherein R is as defined above, and sulfur, and then carrying out a reaction between the nitrile compound represented by the general formula (1), the sulfur and a halogen represented by a general formula (2), wherein X is as defined above.


The present invention is a metal phthalocyanine polymer comprising a repeating structural unit obtained by amide bonding of a structural unit represented by general formula (1a) to a structural unit represented by general formula (2a).


The objective of the present invention is to provide an economically advantageous and industrially suitable method for manufacturing a 2-amino-2-hydroxyimino-N-alkoxy acetoimidoyl cyanide represented by general formula (3). [Solution] The present invention enables the safe, high-yield manufacture of the compound represented by general formula (3) (wherein R represents a C3-C6 alkyl group), that is a 2-amino-2-hydroxyimino-N-alkoxy acetoimidoyl cyanide, by reacting the malononitrile represented by formula (1) with an alkali metal salt of nitrous acid in the presence of a protonic acid, and then, after reacting the product with a C3-C6 alkyl halide in the presence of a phase transfer catalyst, reacting the obtained compound represented by novel general formula (2) (wherein R is the same as above), that is a 2-alkoxyimino propane dinitrile, with a hydroxyl amino compound.


Patent
Ihara Chemical Industry Co. | Date: 2015-02-06

The purpose of the present invention is to provide a method for continuously producing a ketomalonic acid compound such as a ketomalonic acid diester or a hydrate thereof, which is an industrially useful compound, on an industrial scale and in a safe and steady manner. The present invention relates to: a method in which a malonic acid diester, a carboxylic acid compound and a chlorous acid compound are used as raw material compounds, and these raw material compounds are mixed together to prepare a mixture and the mixture is supplied to a flow reactor continuously, thereby continuously producing a corresponding ketomalonic acid diester or a hydrate thereof; and a continuous production apparatus for performing the method.


Patent
Ihara Chemical Industry Co. | Date: 2016-05-04

The purpose of the present invention is to provide an economically favorable, industrialization-suitable method for manufacturing nitrobenzene compounds of general formula (1). A method for manufacturing nitrobenzene compounds of general formula (1):^(1) represents a halogen atom; R^(2), R^(3), and R^(4) represent a hydrogen atom, etc.; and R^(5) represents a halogen atom or alkoxy carbonyl group), the method including the following processes: (i) a process for reacting aniline compounds of general formula (2):^(1), R^(2), R^(3), R^(4), and R^(5) are as previously defined.) in the presence of a metal salt of nitrous acid and an acid, and (ii) a process for reacting the product of process (i) in the presence of a metal salt of nitrous acid and a copper compound; and the total amount of water used in process (ii) being 1.2-2.2 L (liters) with respect to one mole of the compound of general formula (2).


Patent
Ihara Chemical Industry Co. | Date: 2016-05-25

Provided is a method for producing an industrially useful ketomalonic acid compound such as ketomalonic acid diesters, or a hydrate thereof, by a method more favorable from an economic and environmental standpoint and from a safety standpoint. The present invention relates to a method involving reacting a malonic acid compound represented by general formula (1)

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