Nissan Chemical Industries Limited

Junichi Watanabe

Tsutomu Nawamaki

Masataka Hatanaka

Shigeomi Watanabe

Toshiaki Takeyama

Koichi Suzuki

Yasuo Kondo

Masanori Nishioka

Hiroyuki Suzuki

Tatsuo Numata

Toshimasa Hamada

Kazuhiro Yamagishi

Hiroaki Takahashi

Takasi Ikai

Takashi Ikai

Kenji Hattori

Eiichi Oya

Takamasa Kikuchi

Yasuyuki Nakajima

Takuya Kakuta

Shigeaki Akiyama

Takashi Furusato

Yoshiaki Yasumi

Hiroshi Ohya

Shigeru Sasabe

A sulfamoyl compound of the general formulae (1): wherein The sulfamoyl compound is useful as an agricultural and horticultural fungicide.

Sulfamoyl compounds and agricultural and horticultural fungicides

Pyrazolecarboxylic acid derivatives and plant disease control agent

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.

A pyrazole derivative of the formula I ##STR1## wherein A is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl; B is hydrogen, C.sub.1 -C.sub.3 alkyl, halogen, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.4 alkylthioalkyl or C.sub.2 -C.sub.4 alkoxycarbonyl; X is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halogen, nitro, cyano, etc.; Y is --OR.sup.1 (wherein R.sup.1 is C.sub.3 -C.sub.8 cycloalkyl, etc), --O--L--O--R.sup.1 (wherein L is C.sub.1 -C.sub.6 alkylene which may be substituted by C.sub.1 -C.sub.3 alkyl), --O--L--OH, --O--L--O--L--O--R.sup.2 (wherein R.sup.2 is hydrogen, C.sub.1 -C.sub.6 alkyl group, etc.), --O--L--R.sup.3 (wherein R.sup.3 is phenyl which may be substituted by C.sub.1 -C.sub.3 alkyl, etc.), --O--M (wherein M is a 3- to 6-membered alicyclic group), --O--L--M, --O--L--NR.sup.4 R.sup.5 (wherein each of R.sup.4 and R.sup.5 is hydrogen or C.sub.1 -C.sub.6 alkyl, or R.sup.4 and R.sup.5 form a ring together with the adjacent nitrogen atom), --O--L--COOR.sup.4, --O--CH.dbd.CH--COOR.sup.4, --O--L--CN, --O--L--C(O)--R.sup.2, --O--L--S(O).sub.n --R.sup.4 (wherein n is an integer of from 0 to 2), --O--COOR.sup.4, --O--CONR.sup.4 R.sup.5, --OP(O)(OR.sup.4).sub.2, --S(O).sub.n R.sup.1, or --S(O).sub.n --L--O--R.sup.1 ; Z is halogen, nitro, C.sub.1 -C.sub.3 alkoxy, etc.; V is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; W is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, etc.; Q is hydrogen, C.sub.1 -C.sub.6 alkyl which may be substituted by halogen, . . . --C(O)--R.sup.7 (wherein R.sup.7 is phenyl which may be substituted), --S(O).sub.2 R.sup.7, --P(O)(OR.sup.7).sub.2, --L--C(O)--R.sup.7, --L--C(O)--N(R.sup.8)(R.sup.9) (wherein each of R.sup.8 and R.sup.9 is hydrogenor C.sub.1 -C.sub.6 alkyl), --L--R.sup.10 (wherein R.sup.10 is phenyl group may be substituted, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.7 alkoxy, or hydroxyl), --L--N(R.sup.8)(R.sup.9), --L--OR.sup.11 (wherein R.sup.11 is hydrogen, C.sub.1 -C.sub.6 alkyl, or C.sub.1 -C.sub.6 alkenyl), --L--OC(O)R.sup.12 (wherein R.sup.12 is C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxy), --L--S(O).sub.n R.sup.11, --L--SC(O)R.sup.8, ##STR2## (wherein each of L1 and L2 is methylene, oxygen or sulfur, R.sup.12 is hydrogen or C.sub.1 -C.sub.3 alkyl, and m is 2 or 3); and a salt thereof.

Pyrazole derivatives and herbicides containing them

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

Growing community of inventors

Funabashi, Japan

Junichi Watanabe