Nissan Chemical Industries Limited

Masataka Hatanaka

Junichi Watanabe

Tsutomu Nawamaki

Kiyomi Ozawa

Shigeru Ishii

Shigeomi Watanabe

Koichi Suzuki

Yasuyuki Nakajima

Yasuo Kondo

Tatsuo Numata

Makoto Tsugeno

Masayoshi Hirose

Norio Tanaka

Isao Hashiba

Takasi Ikai

Takashi Ikai

Masaki Kudo

Kenzo Fukuda

Takahiro Makabe

Yoshihisa Watanabe

Kenji Hattori

Kenichi Ishii

Yasuo Fukue

Makoto Ishikawa

Processes for producing phenoxy propionic acid derivatives

Methods for producing pyrimidine compounds

Method of alkylating of triazine derivatives

Process for producing a 6-subsitituted 2(1H)-quinoxalinone

A process for producing a heterocyclic tertiary amine of the formula (III): ##STR1## wherein A is a nitrogen atom or C-R.sup.5, B is a nitrogen atom or C-R.sup.6,  is a single bond or a double bond, and each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 which may be the same or different, is a hydrogen atom, an acyl group, a halogen atom, a cyano group, etc., provided that two of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 may together form a 3-membered, 4-membered, 5-membered or 6-membered aliphatic ring, a heterocyclic rig or aromatic ring, and R.sup.7 is a C.sub.1-6 alkyl group which may be substituted, etc., which process comprises reacting a heterocyclic secondary amine of the formula (I): ##STR2## wherein A, B, , R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined above, with an alkylating agent of the formula (II):

N-alkylation of heterocyclic, aromatic amines

A substituted benzoyl derivative of the formula: ##STR1## ps wherein R is a lower alkyl group, or a phenyl group unsubstituted or substituted by a lower alkyl group, halogen atom or a lower alkoxy group;

Substituted benzoyl derivatives and herbicidal compositions

A substituted benzoyl derivative of the formula: ##STR1## wherein R is a lower alkyl group, or a phenyl group unsubstituted or substituted by a lower alkyl group, halogen atom or a lower alkoxy group; n is an integer of 2 or 3; m is an integer of from 0 to 6, and when m is an integer of from 2 to 6, the plurality of R may be the same or different from one another; l is an integer of 0, 1 or 2; X is a halogen atom, a nitro group, a cyano group, a lower alkyl group, a lower alkoxy group, or a lower haloalkyl group; Y is a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group unsubstituted or substituted by a halogen atom or a lower alkoxy group, a lower alkoxy group, or a lower alkoxy carbonyl group; and Z is a halogen atom, a nitro group, a cyano group, a trifluoromethyl group, a lower alkoxy group, a lower alkylthio group, a lower haloalkylthio group, a lower alkylsulfinyl group, a lower haloalkylsulfinyl group, a lower alkylsulfonyl group, or a lower haloalkylsulfonyl group.

Disclosed are pyrimidine derivatives of the formula (I) and optical isomers thereof and a herbicide containing one or more of them as an active ingredient. ##STR1## where W is O or S; X is a lower alkyl group or a lower alkoxycarbonyl group; R is H, an optionally substituted lower alkyl group, an optionally substituted lower alkenyl group, an optionally substituted lower alkynyl group, an alkyali metal, an alkaline earth metal or an optionally substituted ammonium cation; R.sup.1 and R.sup.2 each are a halogen atom, an optionally substituted lower alkyl group or an optionally substituted lower alkoxy group; n is 3 to 5; m is 0 to 2; and  is a single bond or a double bond.

Pyrimidine derivatives and herbicide containing the same

A process for producing a tetrahydropyran-3-one derivative of the formula: ##STR1## wherein R is a hydrogen atom; a straight chained or branched C.sub.1 -C.sub.10 alkyl group which is unsubstituted or substituted by a halogen atom, a hydroxyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.1 -C.sub.6 alkylthio group, a C.sub.1 -C.sub.6 alkylcarbonyloxy group, a C.sub.1 -C.sub.6 alkoxycarbonyl group, a C.sub.1 -C.sub.6 mono- or dialkylamino group, a C.sub.3 -C.sub.6 cycloaklyl group, a C.sub.1 -C.sub.6 alkylaminocarbonyl group, a C.sub.1 -C.sub.6 alkylcarbonylamino group, a C.sub.1 -C.sub.6 alkylcarbonyl group or a phenyl or benzoyl group which is unsubstituted or substituted by a halogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.1 -C.sub.6 alkythio group or a C.sub.1 -C.sub.6 alkoxycarbonyl group; a C.sub.3 -C.sub.6 cycloalkyl group; or a phenyl or biphenyl group which is unsubstituted or substituted by a halogen atom, a C.sub.1 -C.sub.6 alkoxy group or C.sub.1 -C.sub.6 alkylthio group, which comprises reacting a 2H-pyran-3(6H)-one derivative of the formula: ##STR2## wherein R is as defined above, and R' is a straight chained or branched C.sub.1 -C.sub.6 acyl group which is unsubstituted or substituted by a halogen atom; a benzoyl group; a C.sub.1 -C.sub.6 alkoxycarbonyl group; or a mono- or dialkylaminocarbonyl group which is unsubstituted or substituted by a C.sub.1 -C.sub.3 alkyl group or a phenyl group, with hydrogen in the presence of a catalyst selected from the group consisting of cobalt, nickel, ruthenium, rhodium, palladium, iridium, platinum and copper chromite.

Process for the production of tetrahydropyran-3-one derivatives

A pyridine derivative having the formula: ##STR1## wherein one of A, B, D and E is oxygen, sulfur, --SO--, --SO.sub.2 --, --NR.sup.3 --, ##STR2## or .dbd.CH-- with the rest being all carbon atoms; X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthioalkyl, tetrahydrothiopyranyl, hydroxyl, CF.sub.3, phenyl or pyridyl; n is an integer of from 0 to 6,; W is oxygen or sulfur; R is hydrogen, di-lower alkylimino, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, C.sub.4 or C.sub.5 oxacycloalkyl, C.sub.2 -C.sub.5 mono-, di- or tri-haloalkenyl, C.sub.2 -C.sub.5 haloalkynyl, glycidyl, furfuryl, alkylthioalkyl, C.sub.3 -C.sub.6 cycloalkyl or a cation R.sup.1 is C.sub.1 -C.sub.4 alkyl, R.sup.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, or R.sup.1 and R.sup.2 together with the adjacent carbon atom, form C.sub.3 -C.sub.6 cycloalkyl; and R.sup.3 is hydrogen or C.sub.1 -C.sub.3 alkyl.

Quinoline derivatives and herbicidal compositions and method of use

A pyridine derivative having the formula: ##STR1## wherein one of A, B, D and E is oxygen, sulfur, --SO--, --SO.sub.2 --, --NR.sup.3 --, ##STR2## or .dbd.CH-- with the rest being all carbon atoms; X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthioalkyl, tetrahydrothiopyranyl, hydroxyl, CF.sub.3, phenyl or pyridyl; n is an integer of from 0 to 6,; W is oxygen or sulfur; R is hydrogen, di-lower alkylimino, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, C.sub.4 or C.sub.5 oxacycloalkyl, C.sub.2 -C.sub.5 mono-, di- or tri-haloalkenyl, C.sub.2 -C.sub.5 haloalkynyl, glycidyl, furfuryl, alkylthioalkyl, C.sub.3 -C.sub.6 cycloalkyl or a cation R.sup.1 is C.sub.1 -C.sub.4 alkyl, R.sup.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, or R.sup.1 and R.sup.2 together with the ajacent carbon atom, form C.sub.3 -C.sub.6 cycloalkyl; and R.sup.3 is hydrogen or C.sub.1 -C.sub.3 alkyl. The compounds are used as herbicides.

Pyridine derivatives and their herbicidal compositions

Pyrazoline derivatives useful as insecticides having the formula ##STR1## wherein X represents a hydrogen atom or a halogen atom; Y represents a halogen atom, a trifluoromethyl group or --A--R'; R represents a C.sub.1-10 alkyl group, a lower alkenyl group or a lower alkynyl group; and A represents an oxygen atom, a sulfur atom, a sulfinyl group or a sulfonyl group and R' represents a halogen-substituted lower alkyl group.

Insecticidal

Fluorine substituted pyridine methyl esters having the formula ##STR1## wherein R represents ##STR2## in which X is chlorine or difluoromethoxy; Y is chlorine or tert-butyl; and Z is a halogen atom, are novel compounds which are useful as insecticides and acaricides.

Fluorine substituted pyridine methyl esters and insecticidal and

Pyrazoline derivatives useful as insecticides having the formula ##STR1## wherein R.sup.1 represents hydrogen atom, a lower alkyl group, (CH.sub.2).sub.n CN group, (CH.sub.2).sub.n OR group, phenyl group or a halogen-substituted phenyl group; R.sup.2 represents hydrogen atom or methyl group; Y represents hydrogen atom or chlorine atom; X represents oxygen atom, sulfur atom, sulfinyl or sulfonyl group; R.sup.3 represents a halogen-substituted lower alkyl group; and n is integer 1 to 3 and R represents a lower alkyl group.

Insecticidal 3-difluoromethoxyphenyl-1-phenylcarbamoyl-2-pyrazolines

Pyrazoline derivatives having the formula ##STR1## wherein R.sup.1 represents hydrogen atom, a lower alkyl group, phenyl group or a halogen-substituted phenyl group; R.sup.2 represents hydrogen atom or phenyl group which can have halogen substituents; X represents oxygen or sulfur atom; Y and Z respectively represent hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, nitro-group, trifluoromethyl group, a lower alkylthio group, an acyl group, nitrile group or a lower alkyl sulfonyl group.

Growing community of inventors

Funabashi, Japan

Masataka Hatanaka