Mitsui Toatsu Chemicals, Incorporated

Makoto Nishida

Tsutomu Ishii

Kengo Oda

Masatoshi Gohbara

Junko Watanabe

Koichi Moriyasu

Yuji Enomoto

Naoki Sato

Hideo Yamazaki

Kanji Tomiya

Yoshikata Hojo

Katsutoshi Ishikawa

Tamotsu Asano

Shuji Ozawa

Yasunaga Iwasaki

Yukiharu Fukushi

Masami Oyamada

Akie Fujiwara

Tohru Miura

Kiyoshi Arai

Sadafumi Koda

Sunao Maeda

Sachiko Hibi

Masao Hayashi

Miura Tohru

Benzaldehyde acetal compounds represented by the following formula: ##STR1## in which each R is a C.sub.3-8 alkyl group and forms an ether bond with the corresponding oxygen atom of the orthoaldehyde moiety have no injury to crops and, moreover, exhibits superb herbicidal effects owing to the limitation of the number of carbon atoms of each alkyl group to 3-8.

Benzaldehyde acetal compounds, preparation process thereof, and

4-Ethyl-3-(phenyl)-1-(3-trifluoromethylphenyl)-2-pyrrolidinones and corresponding compounds bearing a p-substituent on the 1-position phenyl group and/or a substituent on the 3-position phenyl group exhibit selective herbicidal activities against various weeds which cause problems in rice or upland fields, even at extremely low application rates. They can be prepared by reductive dehalogenation of a corresponding .alpha.-haloethyl substituted pyrrolidinone or reductive cyclization of a corresponding N-2-butenyl-N-(substituted phenyl)-haloacetyl-3-trifluoromethylaniline.

4-ethyl-3-(substituted

Herbicidally active pyridyloxypyrimidines represented by the following formula [I]: ##STR1## wherein R means a formyl group or an acetal group represented by ##STR2## R.sup.1 and R.sup.2 being the same or different and individually denoting an alkyl group having 1-4 carbon atoms or R.sup.1 and R.sup.2 being coupled together and denoting an alkylene group, R.sup.3, having 2-3 carbon atoms; are prepared by reacting 2 formyl-3-hydroxypyridine or 3-hydroxy-2-pyridine carboxaldehyde acetal with 2 halogeno-4,6 dimethoxypyrimidine in the presence of a base.

Pyridyloxypyrimidine derivatives, preparation process thereof, and

A 3,4-cis isomer of 4-ethyl-1-(substituted phenyl)-3-substituted phenyl)pyrrolidin-2-one, when reacted with a base, can be effectively convered into a 3,4-trans isomer thereof which has a high herbicidal activity useful as an effective ingredient for a herbicidal composition. Furthermore, 3,4-trans-4-ethyl-1-(substituted phenyl)-3-(substituted phenyl)pyrrolidin-2-one compounds represented by the formula (III) ##STR1## (wherein R.sup.2 is an isopropyl group, and X is a fluorine atom, chlorine atom or bromine atom substituted at the 3-position, or fluorine atoms substituted at the 3- and 4-positions or the 3- and 5-positions) have an extremely excellent activity particularly as a herbicidally active ingredient of the herbicidal composition for rice paddy fields.

3,4-trans-4-ethyl-1-(substituted phenyl)-3- (substituted phenyl)

1-(3-Substituted benzyl)-3-halogeno-4-(1-halogenoalkyl)-2-pyrrolidinones of the general formula (I): ##STR1## where X represents a hydrogen atom or halogen atom, Y and Z each represents a chlorine atom or bromine atom, and R represents an alkyl group with 2 to 4 carbon atoms, are herbicides useful in rice paddy fields to control weeds therein, especially Echinochloa crusgalli and can be produced subjecting the corresponding 3-dihalogeno compounds to dehalogenation to remove one of the halogen atoms or by cyclizing a 2,2-dihalogenoacetamide derivative represented by the general formula (II) under the presence of an appropriate catalyst; ##STR2## in which X, Y, Z and R respectively have the same meanings as described above.

1-(3-substituted benzyl)-3-halogeno-4-(1-halogeno-alkyl)-2-pyrrolidinone

Disclosed are herbicidally active pyrimidine derivatives of the formula ##STR1## wherein R represents a hydrogen atom or an etherifying group, e.g., a lower alkyl, lower alkenyl, lower alkynyl, phenyl-substituted lower alkenyl, lower haloalkenyl, cycloalkyl, substituted phenyl-substituted lower alkenyl or phenyl-substituted lower alkynyl group; or a group represented by the following formula: ##STR2## wherein R.sup.1 represents a hydrogen atom or a lower alkyl group, X a halogen atom or a lower alkyl or lower alkoxyl group, m and n individually 0-2, and when m is 2, both Xs may be the same or different, and herbicidal compositions containing the same, alone or in combination with another herbicidally active compound, the pyrimidine derivatives being prepared by reaction of 2-(4,6-dimethoxy-2-pyrimidinyloxy)benzaldehyde with NH.sub.2 OR or with a salt of hydroxylamine followed by reaction with a halide of the formula RY wherein R has the same value as above and Y is Cl, Br or I.

Pyrimidine derivatives, preparation processes thereof, herbicide

2-(4,6-dimethoxy-2-pyrimidinyloxy)benzaldoximes, preparation processes

Novel 3-substituted phenyl-2-isoxazoline-5-carboxylic acids or esters thereof. These compounds have excellent properties as plant growth regulators.

Isoxazoline derivatives and plant growth regulators

Growing community of inventors

Mobara, Japan

Makoto Nishida