Mitsui Toatsu Chemicals, Incorporated

Hideyuki Akieda

Naoki Sato

Ryuichi Mita

Mitsumasa Umemoto

Kanji Tomiya

Koichi Moriyasu

Yasunaga Iwasaki

Sadafumi Koda

Harumichi Aoki

Koichi Morinaga

Yoshinori Ide

Makoto Suzuki

Shingo Matsuo

A herbicidal composition is here disclosed which exerts an excellent herbicidal activity and which is harmless to paddy rice. A 1-[1-methyl-1-(substituted phenyl)ethyl]-4,5-dimethyl-3-(substituted phenyl)-3-pyrroline-2-one derivative represented by the formula (I) ##STR1## (wherein X is a chlorine atom, fluorine atom or bromine atom; Y is a hydrogen atom, fluorine atom, chlorine atom or methoxy group; Z is a hydrogen atom, fluorine atom, bromine atom or chlorine atom; and Q is a hydrogen atom or fluorine atom) is a novel compound, and the herbicidal composition containing this compound as a herbicidally active ingredient has the strong activity and high selectivity as the herbicidal composition for paddy fields.

3-pyrroline-2-one derivatives and herbicidal compositions containing same

A 3-azabicyclo[3.1.0]hexane-2-one derivative represented by the following formula (I), and a herbicidal composition containing the same as a herbicidally active ingredient: ##STR1## (wherein X is a halogen atom, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms or a haloalkyl group having 1 to 3 carbon atoms; Y is a halogen atom or an alkyl group having 1 to 3 carbon atoms; R.sub.1 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; R.sub.2 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; m is an integer of 0 to 3; n is an integer of 0 to 2; and when m is 2 or 3, the groups represented by X may be identical or different, and when n is 2, the groups represented by Y may be identical or different).

3-azabicyclo[3.1.0]hexane-2-one derivatives and herbicidal compositions

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

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

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.

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Omuta, Japan

Hideyuki Akieda