Ube Industries, Inc.

Astra Zeneca U.k. Limited

Akio Matsushita

Katsumasa Harada

Yasuhiro Kawachi

Mizuho Oda

Jun-ichi Chika

Taku Nakamura

Hiroshi Sasaki

Mikio Kojima

Kiyotaka Yoshii

Yuji Akiyoshi

Masayoshi Oue

Takaaki Abe

Takashi Hayama

Ikuo Shiraishi

Kaoru Yamamoto

Shuji Yamada

Tetsuo Takematsu

Noriaki Iwase

Takafumi Hirakawa

Katsuhiko Mizutare

Mitsuaki Takenaka

Seiji Takamura

Shohei Fukuda

Ken Ikuno

Nobuki Oguni

Masahiko Hayashi

Yasutomo Yakeuchi

A 2-(N-methyl-N-methanesulfonylamino)pyrimidine compound of the formula (3): [R is a hydrocarbyl group], is prepared by the steps of: (I) reacting an isobutyrylacetate ester with 4-fluorobenzaldehyde and urea in the presence of a protonic compound and a metal salt; (II) oxidizing the reaction product of the step (I); (III) reacting the oxidation product of the step (II) with an organic sulfonyl halide or an organic sulfonyl anhydride; and (IV) reacting the reaction product of the step (III) with N-methyl-N-methanesulfonamide. 

Preparation of aminopyrimidine compounds

The present invention relates to a process for preparing a &#x3b2;-oxonitrile compound or an alkali metal salt thereof which comprises reacting a carboxylic ester represented by the formula (1):RCOR&#x2003;&#x2003;(1) 

Process for producing &#x3b2;-oxonitrile compound or alkali metal salt thereof

Process for producing 2-substituted thiopyrimidine-4-carboxylate

Disclosed is a method for preparing 2-mercaptothiazole, which comprises adding a dithiocarbamate salt represented by the formula (1): ##STR1## wherein M is a cation, to a chloroacetaldehyde solution in the presence of an acid.

Method for preparing 2-mercaptothiazole

Disclosed is a process for preparing 4-fluoro-3-trifluoromethylphenol from 4-fluoro-3-trifluoromethylaniline, which comprises the steps of (1) using about 1 to 20 parts by weight of water based on 1 part by weight of 4-fluoro-3-trifluoromethylaniline in the presence of sulfuric acid to obtain 4-fluoro-3-trifluoromethylaniline sulfate; (2) subjecting the obtained 4-fluoro-3-trifluoromethylaniline sulfate to a diazotization reaction by using a diazotizing agent to obtain an aqueous solution containing about 8 to 25% by weight of a 4-fluoro-3-trifluoromethylbenzene-diazonium salt where a sulfuric acid concentration after diazotization is about 30 to 70% by weight in terms of the amount of sulfuric acid added, and the amount of water used is about 1 to 20 parts by weight based on 1 part by weight of 4-fluoro-3-trifluoromethylaniline; and (3) hydrolyzing the obtained 4-fluoro-3-trifluoromethylbenzenediazonium salt where a sulfuric acid concentration is about 30 to 70% by weight in terms of the amount of sulfuric acid added in a copper sulfate aqueous solution.

Process for preparing 4-fluoro-3-trifluoromethylphenol

Methyl (3R, 6E)-3-�(tert-butyldimethylsilyl)oxy!-7-�2', 6'-diisopropyl-4'-(4'-fluorophenyl)-5'-(methoxymethyl)pyridin-3'-yl!-5-oxy -6-heptenoate or other 3-oxy-5-oxo-6-heptenoic acid derivative is prepared by the reaction of an aromatic aldehyde and an oxyglutaric acid derivative in an aliphatic alcohol containing a small amount of water in the presence of an alkali metal carbonate or hydrogen carbonate.

Preparation of 3-oxy-5-oxo-6-heptenoic acid derivatives

A process for preparing an oxyglutaric acid ester derivative of the formula: ##STR1## in which each of R.sup.1 and R.sup.2 is C.sub.1-5 alkoxy, C.sub.1-7 aralkyloxy, C.sub.7-9 halogenated aralkyloxy or phenyl, R.sup.4 is a hydroxyl-protecting group, and R.sup.5 is C.sub.1-10 alkyl which may have a substituent, comprises the steps of reacting a methyl phosphonate derivative or methyl phosphine oxide derivative with an oxyglutaric acid mono-ester to give a reaction product which comprises an oxyglutaric acid derivative having a phosphorus-containing group and a pentenedioic acid mono-ester (by-product), removing the pendenedioic acid mono-ester from the reaction product to isolate the oxyglutaric acid derivative, and converting the isolated oxyglutaric acid derivative into the oxyglutaric acid ester derivative. A process for obtaining an optically active oxyglutaric acid ester derivative is also disclosed.

Process for preparation of oxyglutaric acid ester derivatives

Methyl (3R,6E)-3-�(tert-butyldimethylsilyl)oxy!-7-�2',6'-diisopropyl-4'-(4'-fluor ophenyl)-5'-(methoxymethyl)pyridin-3'-yl!-5-oxy-6-heptenoate or other 3-oxy-5-oxo-6-heptenoic acid derivative is prepared by the reaction of an aromatic aldehyde and an oxyglutaric acid derivative in an aliphatic alcohol containing a small amount of water in the presence of an alkali metal carbonate or hydrogen carbonate.

Disclosed are a pyrimidine or triazine compound represented by the following formula (I): ##STR1## wherein R.sup.1 represents cyano group, a halogen atom, hydroxy group or --O--R.sup.7 where R.sup.7 represents a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a halo-lower alkyl group or a cyano-lower alkyl group; R.sup.2 represents hydrogen atom or a lower alkyl group; R.sup.3 represents hydrogen atom or a lower alkyl group; R.sup.4 represents a 1-imidazolyl group, --NHSO.sub.2 --R.sup.8 where R.sup.8 represents a lower alkyl group or a phenyl group which may have a substituent, hydroxy group, a lower alkoxy group or a benzyloxy group when Z is nitrogen atom; or a 1-imidazolyl group, --NHSO.sub.2 --R.sup.8 where R.sup.8 has the same meaning as defined above, hydroxy group, OK, a lower alkoxy group which may have a substituent, a lower alkenyloxy group, a lower alkynyloxy group, a cycloalkoxy group which may have a substituent, a phenoxy group, a benzyloxy group, a lower alkylthio group, a phenylthio group or an alkylsulfonylamino group when Z is --CH.dbd. group; R.sup.5 represents a lower alkoxy group; R.sup.6 represents a lower alkoxy group or a lower alkyl group; X represents oxygen atom or sulfur atom; and Z represents nitrogen atom or --CH.dbd. group. processes for preparing the same and a herbicide containing the same as an active ingredient(s).

Triazine derivative, process for preparing the same and herbicide using

Disclosed is a process for the preparation of a 5-hydroxy-3-ketoester derivative of the formula: ##STR1## in which R.sup.1 represents an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heterocyclic group, and R.sup.2 represents an alkyl group or an aryl group, which comprises causing the reaction of an aldehyde compound of the formula R.sup.1 CHO in which R.sup.1 has the meanings as defined above and diketene in the presence of a metal compound selected from a titanium or aluminum compound having at least one group of --OR.sup.3 in which R.sup.3 represents an alkyl group or an aryl group. Further, a process for the preparation of an optically active substance of the 5-hydroxy-3-ketoester derivative causing the reaction of the above compounds in the presence of the metal compound and optically active Schiff base or a complex compound obtained by reacting the metal compound with the optically active Schiff base, also is disclosed.

Process for preparation of 5-hydroxy-3-ketoester derivative and

Pyrimidine derivatives, process for preparing the same and herbicide

There are disclosed N-benzyl-2-(4-fluoro-3-trifluoromethylphenoxy)butanoic amide represented by the formula: ##STR1## and a herbidical composition containing the same as an active ingredient.

N-benzyl-2-(4-fluoro-3-trifluoromethylphenoxy)butanoic amide and

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Ube, Japan

Akio Matsushita