Mitsui Toatsu Chemicals, Incorporated

Mitsumasa Umemoto

Ryuichi Mita

Hideo Yamazaki

Keiichi Igarashi

Hirohisa Yanagita

Yuji Enomoto

Takeo Yoshimoto

Yutaka Kubota

Naoki Sato

Hideyuki Akieda

Tamotsu Asano

Hironobu Horie

Koichi Morinaga

Yoshinori Ide

Teruyuki Nagata

Satoshi Numata

Yoshitsugu Kono

Takeshi Nishida

Yoshio Takasawa

Akinobu Takagi

Yuji Fukunaga

Yasuhiro Matsuki

Tekeo Yoshimoto

Nobuyasu Tamura

Hiroshi Maeda

p-Aminophenyl acetate is isomerized to p-acetylaminophenol in the presence of an acid such as acetic acid or phosphoric acid.

Production of p-acetylaminophenol from p-aminophenyl acetate

An improved process for producing allyl bromides by halogen exchange by reaction of an allyl chloride, with a metal bromide, wherein the reaction is conducted in an aprotic polar solvent. The allyl bromides obtained by the process of the invention are useful as intermediates for producing medicines, agricultural chemicals, dyes, and the like.

Process for producing allyl bromides

A process for producing a p-hydroxyneophyl m-phenoxybenzyl ether represented by the general formula (II) ##STR1## (X.sub.1 and X.sub.2 are independently a hydrogen atom or a halogen atom) by subjecting a corresponding p-alkoxyneophyl m-phenoxybenzyl ether represented by the general formula (I) ##STR2## (R represents a lower alkyl group, and X.sub.1 and X.sub.2 have the same definitions as above) to ether cleavage, in which process the ether cleavage reaction is effected in an aprotic polar solvent, using a lower alkoxide of an alkali metal or an alkaline earth metal or using a metal hydroxide in the presence of a lower alcohol.

Process for producing p-hydroxyneophyl m-phenoxybenzyl ether

Crude pentachloronitrobenzene containing hexachlorobenzene and small amounts of acids is treated in the molten state or in a mixture solution of nitrobenzene or chloronitrobenzenes with an inorganic basic substance and then subjected to a distillation under reduced pressure.

Method for purifying pentachloronitrobenzene by solid base treatment

A higher yield of the difluorohalomethoxybenzene produced by the reaction of a metal phenolate with dibromodifluoromethane or bromochlorodifluoromethane can be obtained by conducting the addition of a metal alcoholate or a metal hydride as a reaction initiator to a solution or a suspension of an aprotic polar solvent containing the metal phenolate and dibromodifluoromethane or bromochlorodifluoromethane.

Preparation of a difluorohalomethoxybenzene

Disclosed herein are N-(2-chloro-4-nitrophenyl)-3-trifluoromethyl-benzenesulfonamide derivatives represented by the following general formula (I): ##STR1## wherein X and Y individually mean a hydrogen or chlorine atom and agricultural fungicides containing said derivatives.

N-(2-chloro-4-nitrophenyl)-3-trifluoromethyl-benzenesulfonamide

Process for preparation of 3-phenoxybenzyl

Disclosed herein are N-(2-chloro-4-nitrophenyl)-benzenesulfonamide derivatives represented by the following general formula (I): ##STR1## wherein X and Y individually mean a hydrogen or chlorine atom and Z denotes a chlorine atom or trifluoromethyl group, and agricultural fungicides containing said derivatives.

N-(2-chloro-4-nitrophenyl)-(benzenesulfonamide derivative and

Disclosed herein are N-(2-chloro-4-nitrophenyl)benzenesulfonamide derivatives represented by the following general formula (I): ##STR1## wherein X and Y individually mean a hydrogen or chlorine atom and Z denotes a chlorine atom or trifluoromethyl group, and agricultural fungicides containing said derivatives.

N-(2-Chloro-4-nitrophenyl)-benezene-sulfonamide derivative and

Disclosed herein are N-(2-chloro-4-trifluoromethylphenyl)-3-trifluoromethylbenzensulfonamide derivatives represented by the following general formula (I): ##STR1## wherein X and Y individually mean a hydrogen or chlorine atom, and agricultural fungicides containing said derivatives.

N-(2-chloro-4-trifluoromethylphenyl)-3-trifluoromethylbenzenesulfonamide

Disclosed are novel 3-nitrobenzene sulfonanilide derivatives and, among others, that of the formula ##STR1## as well as fungicidal compositions containing such compounds as the active ingredient. The compounds of the invention are markedly effective in controlling plant diseases and, in particular, clubroot disease of Brassica spp., have no toxicity to men, beasts, and fishes, exert no phytotoxicity on crops, have neither irritant nor unpleasant odor, and manifest their excellent fungicidal effect at low concentrations. Accordingly, they are ideally useful in fungicidal compositions.

3-Nitrobenzene sulfonanilide derivatives and fungicidal compositions for

The present invention relates to a process for producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers having excellent insecticidal and acaricidal activities which are represented by formula (IV): ##STR1## wherein R is a lower alkyl group and X.sub.1 and X.sub.2 are each a hydrogen or fluorine atom, which comprises reacting a 3-halogeno-4-alkoxyneophyl halide represented by the formula (I): ##STR2## wherein Y.sub.1 and Y.sub.2 are each a hydrogen, chlorine or bromine atom, at least one of them being a chlorine or bromine atom, R has the same meaning as above and X is a halogen atom, with a 3-phenoxybenzyl alcohol represented by the formula (II): ##STR3## wherein X.sub.1 and X.sub.2 have the same meaning as above, in the presence of a base to obtain a 3-phenoxybenzyl 2-(4-alkoxy-3-halogenophenyl)-2-methylpropyl ether represented by the formula (III): ##STR4## wherein Y.sub.1, Y.sub.2, R, X.sub.1 and X.sub.2 have the same meaning as above, and then subjecting the product to a hydrodehalogenation reaction, and relates to a process for producing a 3-halogeno-4-alkoxyneophyl halide represented by formula (I), which comprises reacting a 2-halogeno-1-alkoxybenzene represented by formula (V): ##STR5## wherein Y.sub.1 and Y.sub.2 are each a hydrogen, chlorine or bromine atom, at least one of them being a chlorine or bromine atom, and R represents a lower alkyl group, with a methallyl halide in the presence of an acid catalyst at -20.degree. to 50.degree. C.

Growing community of inventors

Omuta, Japan

Mitsumasa Umemoto