Ishihara Sangyo Kaisha, Ltd.

Kuniaki Nagatani

Takahiro Haga

Ryuzo Nishiyama

Kanichi Fujikawa

Isao Yokomichi

Yasuhiro Tsujii

Shigeyuki Nishimura

Toshio Nakajima

Tadaaki Toki

Itaru Shigehara

Rikuo Nasu

Osamu Imai

Hiroyuki Mori

Yasuo Ogawa

Kouji Hayashi

A trifluoromethyl-2-(thio)pyridone compound having the formula: ##STR1## wherein X represents a hydrogen atom or a halogen atom, Y.sub.1 and Y.sub.2 each represents a hydrogen atom, a halogen atom or a trifluoromethyl group, and Z represents an oxygen atom or a sulfur atom, in which either Y.sub.1 or Y.sub.2 represents a trifluoromethyl group, and when X and Y.sub.2, or X and Y.sub.1 represent a hydrogen atom at the same time, then Z represents a sulfur atom, and a process for preparing the same.

Trifluoromethyl-2-pyridinone or pyridinthione compounds and process for

5,6-Dichloro-.beta.-trifluoromethylpyridine or 2,5,6-trichloro-.beta.-trifluoromethylpyridine is produced by reacting 6-chloro-.beta.-trifluoromethylpyridine or 2,6-dichloro-.beta.-trifluoromethylpyridine with chlorine gas to chlorinate the 5-position of pyridine nucleus thereof:

Process for producing 5-chloro-.beta.-trifluoromethylpyridines

A novel compound, 2-amino-trifluoromethyl-halogenopyridine, is provided, which is prepared by amination of a 2-halogeno-trifluoromethyl-halogenopyridine or by halogenation of 2-amino-trifluoromethylpyridine. This compound is useful as an intermediate for synthesis of agricultural chemicals and medicines.

2-Amino-3-chloro-5-trifluoromethylpyridine

1-Bromo-3,5-dichlorobenzene is produced in high efficiency by a special isomerization of monobromodichlorobenzene in the presence of an aluminum halide and separating the object product and recycling a residue. 1-Bromo-3,5-dichlorobenzene is useful intermediates for various agricultural chemicals, dyes and medicines.

Process for producing 1-bromo-3,5-dichlorobenzene

A novel compound for combatting insect, mite, fungus or bacterium is a pyridylaniline represented by the following formula (I) ##STR1## wherein X is a trifluoromethyl group, a halogen atom, a lower alkyl group or a lower alkoxy group; n is an integer of 0 to 4; R is a hydrogen atom or an acetyl group; Y is a hydrogen atom, a halogen atom a lower alkoxy group, a lower alkylthio group, a hydroxy group, an azido group or a phenoxy group of which the phenyl ring may be substituted by a hydroxy group; Z.sub.1, Z.sub.2 and Z.sub.3 are a trifluoromethyl group or a nitro group, provided that at least one of X is a trifluoromethyl group or a lower alkyl group when n is an integer of 3 or 4.

Pyridylanilines

Compounds having the formula ##STR1## wherein X represents a halogen atom, nitro, methyl, or trifluoromethyl group; Y represents a halogen or hydrogen atom or methyl group; and Z represents a halogen atom are useful as agricultural chemicals and pharmaceuticals.

N-benzoyl N'-pyridyloxy phenyl urea

A 2-substituted-5-trifluoromethylpyridine compound represented by the following general formula (I): ##STR1## wherein X represents a hydrogen atom or a chlorine atom, and Y represents a fluorine atom or a chlorine atom, and a process for the preparation thereof.

2-Substituted-5-trifluoromethylpyridine compounds

A 2-phenoxy-5-trifluoromethylpyridine compound represented by the following general formula (I): ##STR1## wherein X represents a hydrogen atom or a chlorine atom, and R represents a hydrogen atom or a cation, and a process for the preparation thereof.

2-Phenoxy-5-trifluoromethylpyridine compounds and process for

3,5-Dichloroaniline is advantageously produced by reacting 1-bromo-2,4-dichlorobenzene with a metal amide in liquid ammonia at a molar ratio of 1-bromo-2,4-dichlorobenzene to the metal amide of 1 : 2 to 7. The 3,5-dichloroaniline is useful as an intermediate for various agricultural chemicals, dyes and medicines.

Growing community of inventors

Kusatsu, Japan

Kuniaki Nagatani