Tosoh Corporation

Toyo Soda Manufacturing Co., Ltd.

Agro-kanesho Co., Ltd.

Kenji Tsuzuki

Hiroyuki Watanabe

Mikio Ito

Hideo Morinaka

Yasuaki Hanasaki

Mitsuyuki Murakami

Shunsuke Mabuchi

Seigo Koura

Kazuaki Tsukuda

Noritoshi Niimi

Sinzo Someya

Yuji Nonaka

Akira Nakanishi

Takumi Tokunaga

Tetsuo Takematsu

Takumi Kagawa

Teruhiko Ide

Sadakatsu Kumoi

Hideaki Matsunaga

Takeshi Uotani

Takeshi Uwotani

Mitsuyuki Hashihama

Yoichi Kitamura

Takashi Morooka

Makoto Konnai

Syunji Aman

Makoto Sumita

Sadami Shimizu

Konnai, Makoto

Kazuo Iwata

Yasuhito Takasu

Thiadiazole derivatives with excellent herbicidal effectiveness, wide herbicidal spectrum and excellent selectivity are disclosed. The thiadiazole derivatives are represented by one of the formula [I]14 [IV]. ##STR1##

Thiadizole derivatives and herbicide compositions containing the same

Thiadiazole derivatives with excellent herbicidal effectiveness, wide herbicidal spectrum and excellent selectivity are disclosed. The thiadiazole derivatives are represented by one of the formula [I]-[IV]. ##STR1##

Thiadiazole derivatives and herbicide compositions containing the same

Thiadiazole derivatives and herbicide compositions containing same

Tetrahydroisoquinoline derivatives useful as fungicides are disclosed of formula [I]: ##STR1## wherein R.sup.1 represents C.sub.1 -C.sub.5 linear or branched alkyl, C.sub.2 -C.sub.5 linear or branched alkenyl, C.sub.2 -C.sub.5 linear or branched alkynyl; R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, the same or different, represent hydrogen, C.sub.1 -C.sub.10 linear or branched alkyl, C.sub.3 -C.sub.10 linear or branched alkenyl, C.sub.2 -C.sub.10 linear or branched alkynyl, C.sub.1 -C.sub.10 linear or branched alkoxy, C.sub.2 -C.sub.10 linear or branched alkenyloxy, C.sub.2 -C.sub.10 linear or branched alkynyloxy, benzyloxy, hydroxy, haloalkyl, amino, mono- or di-substituted amino substituted with C.sub.1 -C.sub.4 linear or branched alkyl, phenyl or halogen; R.sup.2 and R.sup.3 may be bonded through a group of the formula --O--CH.sub.2).sub.m O-- wherein m represents integer of 1 or 2 or --CH.dbd.CH).sub.2 to form a ring; and R.sup.4 and R.sup.5 may be bonded through a group of the formula --O--CH.sub.2).sub.m O-- wherein m represents an integer of 1 or 2 or --CH.dbd.CH).sub.2 -- to form a ring.

Tetrahydroisoquinoline derivatives, processes for producing the same and

Tetrahydroisoquinoline derivatives of the following formula [I] and acid addition salts thereof, and ##STR1## (wherein in all of these formulae, R.sup.1 represents C.sub.1 -C.sub.5 straight or branched alkyl, C.sub.2 -C.sub.5 straight or branched alkenyl or C.sub.2 -C.sub.5 straight or branched alkynyl; R.sup.2 represents hydrogen atom, C.sub.1 -C.sub.10 straight or branched alkyl, C.sub.2 -C.sub.10 straight or branched alkenyl, C.sub.2 -C.sub.10 straight or branched alkynyl, C.sub.1 -C.sub.10 straight or branched alkoxy, C.sub.2 -C.sub.10 straight or branched alkenyloxy, C.sub.2 -C.sub.10 straight or branched alkynyloxy, or C.sub.1 -C.sub.10 straight or branched halogenated alkyl; R.sup.3, R.sup.4 R.sup.5 and R.sup.6, the same or different represent hydrogen atom, C.sub.1 -C.sub.10 straight or branched alkyl, C.sub.2 -C.sub.10 straight or branched alkenyl, C.sub.2 -C.sub.10 straight or branched alkynyl, C.sub.1 -C.sub.10 straight or branched alkoxy, C.sub.2 -C.sub.10 straight or branched alkenyloxy, C.sub.2 -C.sub.10 straight or branched alkynyloxy or halogen atom, with the proviso that R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are not hydrogen atoms simultaneously).

Tetrahydroisoquinoline compounds and fungicides containing the same

Processes for producing optically active ester derivatives are disclosed. According to the present invention an optically active aryloxyphenoxy propionate derivative is produced by reacting a chlorinated heterocyclic aromatic compound with (2R)-2-(4-hydroxyphenoxy)propionic acid tetrahydrofurfuryl ester in an anhydrous solvent in the presence of a base. According to the present invention, an optically active propionate derivative of the formula [I] ##STR1## (wherein R represents hydrogen or 3-chloro-5-trifluoromethyl-2-pyridyl group) is produced by reacting a corresponding optically active methyl propionate derivative with tetrahydrofurfuryl alcohol, or by reacting a corresponding optically active propionic acid derivative with tetrahydrofurfuryl alcohol, or by reacting (2S)-tetrahydrofurfuryl 2-chloropropionate with a corresponding phenol derivative in specific conditions.

Process of producing optically active propionic acid ester derivatives

Disclosed is a novel compound of the formula [I]: ##STR1## (wherein R.sup.1 is H or CH.sub.3, R.sup.2 is H or C.sub.1 -C.sub.4 alkyl), furylmethyl group, tetrahydrofuryl group 2-tetrahydropyranylmethyl group or tetrahydrofurfuryl group which may be substituted with methyl group. The compound has strong herbicidal effect against the weeds belonging to the Family Gramineae.

Phenoxypropionic acid ester derivatives

Disclosed is a tetrahydrophthalimide derivative of the formula (I): ##STR1## wherein X.sup.1 and X.sup.2, the same or different, represent halogen, hydrogen or trifluoromethyl; R represents ##STR2## (wherein R.sup.1 and R.sup.2, the same or different, represent hydrogen or methyl, R.sup.3 represents 2-tetrahydrofurfuryl or 3-methyl-1,2,4-oxadiazol-5-yl), ##STR3## (wherein R.sup.4 is hydrogen or methyl, R.sup.5 is methyl or benzyl), ##STR4## (wherein R.sup.6 represents hydrogen or methyl, R.sup.7 is halogen or C.sub.1 -C.sub.4 alkyl), ##STR5## (wherein R.sup.8 is hydrogen, acyl or arylalkyl), cyano, or --CH.sub.2 OR.sup.9 (wherein R.sup.9 is hydrogen, acetyl, halophenyl, C.sub.1 -C.sub.4 tetrahydrophthalimide derivative of the present invention is useful as a herbicide.

Tetrahydrophthalimide derivative and herbicide composition containing

Disclosed is novel hexahydrophthalic anilide derivatives and herbicide compositions comprising the derivatives. The hexahydrophthalic anilide derivatives of this invention are represented by the formula [I], [II] or [III]. ##STR1## (wherein R.sup.1 represents non-substituted or substituted phenyl, R.sup.2 represents hydrogen or C.sub.1 -C.sub.4 alkyl, R.sup.3 represents C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkenyl) ##STR2## (wherein R.sup.4 and R.sup.5, the same or different, represent C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl, provided R.sup.4 and R.sup.5 are not C.sub.1 -C.sub.4 alkyl simultaneously) ##STR3## (wherein X.sup.1 and X.sup.2, the same or different, represent halogen, Y represents oxygen or sulfur, R.sup.6 represents C.sub.1 -C.sub.6 straight or cyclic alkyl which may be substituted with oxygen, R.sup.7 represents hydrogen or methyl, R.sup.8 represents cyano, C.sub.1 -C.sub.3 alkyl, C.sub.2 or C.sub.3 alkenyl, C.sub.2 -C.sub.4 alkynyl, C.sub.3 -C.sub.6 alkynyl which is substituted with methoxy, CONHR.sup.9 (wherein R.sup.9 represents aromatic sulfonyl) or azole heterocyclic ring)

Hexahydrophthalic anilide derivatives

A process of producing 2-(4'-hydroxyphenoxy)-3-chloro-5-trifluoromethylpyridine with high efficiency, which is suited for industrial scale production is disclosed. In the process of the present invention, hydroquinone, a dehydrohalogenating agent in the amount of 0.10-0.70 equivalent of the hydroquinone, and a mixed solvent of a polar aprotic solvent and an aromatic hydrocarbon solvent are mixed. The resulting mixture is then heated to reflux at atmospheric pressure to dehydrate the mixture. Then 2,3-dichloro-5-trifluoromethylpyridine in the amount of 0.20-0.95 equivalent of the dehydrohalogenating agent is added to the mixture, and the resulting mixture is allowed to react at a temperature of 100.degree.-170.degree. C.

Process for producing

Disclosed is a novel compound of the formula [I]: ##STR1## wherein A represents ##STR2## (wherein X is H or Cl) ##STR3## Z represents ##STR4## (wherein R.sup.1 is H or CH.sub.3, R.sup.2 is H or C.sub.1 -C.sub.4 alkyl), furylmethyl group, tetrahydrofuryl group 2-tetrahydropyranylmethyl group or tetrahydrofurfuryl group which may be substituted with methyl group. The compound has strong herbicidal effect against the weeds belonging to the Family Gramineae.

Phenoxypropionic acid ester derivatives as herbicides

Phenyl chlorothioformates are produced in high yields easily and safely by (1) allowing sulfur dioxide to react with a mixed solution consisting of perchloromethyl mercaptan, an organic solvent and water, (2) removing the aqueous layer from the reaction mixture and (3) adding to the organic layer a phenol compound and a dehydrohalogenating agent in that order.

Process for producing phenyl chlorothioformates

An antifungal composition comprising an effective amount of carbamate derivative having the formula (I): ##STR1## where X is 2-naphthyl, 5-indanyl, 5,6,7,8-tetrahydro-2-naphthyl, 1,4-methano-1,2,3,4-tetrahydro-6-naphthyl, 1,4-ethano-1,2,3,4-tetrahydro-6-naphthyl, 2-quinolyl, or a phenyl group having one or two of the same or different substituents selected from the group of halogen atom, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, halogenated lower alkyl, lower alkylthio, lower alkylsulfonyl, lower alkylamino, nitro, and methylenedioxy;

Antifungal compositions

2-Alkylaminopyridine derivatives represented by the general formula ##STR1## wherein R denotes a lower alkyl group and Y denotes a halogen atom, and a process for producing the same. These compounds are useful as intermediates in medicines and agricultural chemicals. The final products prepared from the intermediates of the invention are especially useful as herbicides for use in paddy fields and farmlands.

Growing community of inventors

Shinnanyo, Japan

Kenji Tsuzuki