Sumitomo Chemical Company, Limited

Tamon Uematsu

Satoru Inoue

Norihisa Yamashita

Shunichi Hashimoto

Yukio Oguri

Masayo Sugano

Tomoyuki Kusaba

Tomohiro Teramae

Junya Takahashi

Hiromichi Oshio

Hiroshi Matsumoto

Kenji Mori

Tsuguhiro Katoh

Naoto Meki

Takeaki Umemura

Katsutoshi Tanaka

Tetsuhiko Watanabe

Haruki Morino

Kazue Shinsugi

Yuzuru Sanemitsu

A fungicidal composition which comprises as an active ingredient a fungicidally effective amount of the compound represented by the general formula, ##STR1## wherein X, which may be the same or different, represents a hydrogen or halogen atom or a lower alkyl group, R.sup.1 and R.sup.2, which may be the same or different, represent a hydrogen atom or a methyl group, and n represents an integer of from 1 to 5, and an inert carrier.

Fungicidal composition

An amide compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are, the same or different, each a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group and R.sup.3 is a 2-furyl group, a 3-furyl group, a 2-thienyl group or a 3-thienyl group, which is useful as an agricultural fungicide.

Amide derivatives, and their production and agricultural fungicides

A compound having a fungicidal activity represented by the general formula, ##STR1## wherein X, which may be the same or different, represents a cyano, nitro, halogenated lower alkyl, C.sub.1 -C.sub.12 alkoxy, lower alkoxy-substituted lower alkyl, lower alkenyloxy, lower alkynyloxy, halogenated lower alkoxy, lower alkoxycarbonyl or lower alkylthio group, R.sup.1 and R.sup.2, which may be the same or different, represent a hydrogen atom or a methyl group, Y represents a hydrogen or chlorine atom, m represents an integer of from 1 to 5, and n represents an integer of from 0 to 4, the sum of m and n being less than 6.

Iodopropargyl carbamate derivative, a method for its production and

3,4-Disubstituted benzoxa(thia)zole-2-one derivatives of the formula; ##STR1## wherein R.sub.1 is a halogen atom or methyl group, R.sub.2 is a methyl or ethyl group and X and Y are individually an oxygen or sulfur atom, and their preparation and use as a fungicide.

Benzoxazolone-2 compounds and fungicidal use thereof

A process for producing 3,3,7-trimethyl-2,9-dioxatricyclo[3.3.1.0.sup.4,7 ]nonane useful as an insect pheromone and having the formula, ##STR1## which comprises reducing 1,5,5-trimethyl-7-endo-tert-butyldimethylsilyloxy-4-oxabicyclo[4.2.0]octan -3-one with diisobutylaluminum hydride, and treating with an acid, after desilylation.

Production method of an insect pheromone

A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 cycloalkyl group, X is a chlorine atom or a bromine atom and Y is a hydrogen atom or a C.sub.1 -C.sub.4 alkoxy group, which is useful as a herbicide.

3-Chloro-1-phenyl-1,2,4-triazolin-5-ones and their use as herbicides

3,4-Disubstituted benzoxa(thia)zole-2-one derivatives of the formula: ##STR1## wherein R.sub.1 is a halogen atom or methyl group, R.sub.2 is a methyl or ethyl group and X and Y are individually an oxygen or sulfur atom, and their preparation and use as a fungicide.

Benzothiazol-2-ones and phytopathogenic fungicidal use thereof

A fungicidal composition which comprises as an active ingredient a 1,8-disubstituted carbostyril derivative of the formula: ##STR1## wherein R is a chlorine, bromine or fluorine atom or methyl group, A is an ethylene or vinylene group and X is an oxygen or sulfur atom, and an inert carrier or diluent.

Method of using carbostyril derivatives as plant fungicides

A process for producing novel 1,4-benzothiazine derivatives (I), ##STR1## (in which X is a halogen atom) and their derivatives, ##STR2## wherein R is a (C.sub.1 -C.sub.5) alkyl, (C.sub.3 -C.sub.6) cycloalkyl, phenyl, substituted phenyl, phenyl (C.sub.1 -C.sub.5) alkyl or phenoxy (C.sub.1 -C.sub.5) alkyl group, and herbicides containing these compounds as an active ingredient. Compound (I) is produced by the reaction between Compound (II) and phosphorus pentasulfide; Compound (II) is produced (1) by the reaction between an aminothiophenol (III), ##STR3## (in which X is a halogen atom), and a halogenated acetic acid, (2) by the ring closure of Compound (VI), (3) by the reduction and ring closure of Compound (VIII), and (4) by the hydrolysis and ring closure of Compound (X); Compound (VI) is produced by the reaction between Compound (III) and a halogenated acetyl halide; Compound (VIII) is produced by the oxidation of Compound (III) followed by reaction with a halogenated acetyl halide; and Compound (X) is produced by the reaction between Compound (III) and a halogenated acetic ester. Compounds (I), (II), (VI), (VIII) and (X) have a herbicidal activity.

Herbicidal dithio-bis(haloacetanilides)

A process for producing N-alkylbenzothiazolone derivatives of the formula (I), ##STR1## wherein R.sub.1 is a hydrogen, chlorine, bromine, fluorine atom or a methyl group, and R.sub.2 is an alkyl group having 1 to 5 carbon atoms, from 2-halogenobenzothiazole derivatives of the formula (II), ##STR2## wherein R.sub.1 is as defined above and X is a chlorine, bromine or fluorine atom, which is a starting material, through the intermediate of 2-alkoxybenzothiazole derivatives of the formula (III), ##STR3## wherein R.sub.1 and R.sub.2 are as defined above, or benzothiazolone derivatives of the formula (IV), ##STR4## wherein R.sub.1 is as defined above.

Method for preparing 4-substituted-N-methylbenzothiazolone derivatives

1,4-Benzothiazines

An agricultural and horticultural microbicidal composition which comprises as an active ingredient a compound represented by the formula: ##STR1## wherein R.sub.1 is a methyl or ethyl group, halogen atom or methoxy group and R.sub.2 is a methyl or ethyl group, and an inert carrier, which shows high microbicidal activities against phyto-pathogenic microorganisms without any material toxicity to mammals, fishes and crops.

Oxyindole compound

The present invention relates to novel .alpha.-benzylidene-.gamma.-butyrolactone derivatives and processes for the manufacture of them. Further, the present invention pertains to the fungicidal composition containing the same and use thereof.

Growing community of inventors

Toyonaka, Japan

Tamon Uematsu