Nissan Chemical Industries Limited

Takashi Ikai

Tsutomu Nawamaki

Shigeomi Watanabe

Eiichi Oya

Takuya Kakuta

Norio Tanaka

Masatoshi Baba

Koichi Suzuki

Susumu Yamamoto

Masataka Hatanaka

Junichi Watanabe

Yasuo Kondo

Katsushi Morimoto

Toshiaki Sato

Fumio Suzuki

Yoshihiro Fujikawa

Jun Satow

Kaoru Itoh

Kenzou Fukuda

Masakazu Taniguchi

Kenji Hattori

Masaji Matsunaga

Shigeoni Watanabe

Tunehiko Ohya

Toshihiko Oguchi

Hidemi Mizutani

A pyrazole derivative having the formula ##STR1## is disclosed; the groups A, B, Q, V, W, X, Y, and Z are defined in the description.

Benzoic acid derivatives useful as intermediates for the preparation of

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 substituted benzoyl derivative having the formula: ##STR1## wherein X.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, cyano, nitro or halogen; X.sub.2 is --L--OR.sub.1 (wherein L is C.sub.1 -C.sub.4 alkylene or C.sub.1 -C.sub.4 alkylidene, and R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl), --L--O--L--OR.sub.1 (wherein L and R.sub.1 are as defined above), --L--S(O).sub.n --R.sub.2 (wherein L is as defined above, R.sub.2 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl, and n is an integer of 0, 1 or 2), --L--O--COR.sub.2 (wherein L and R.sub.2 are as defined above), --L--NR.sub.1 R.sub.3 (wherein L and R.sub.1 are as defined above, and R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl), --COOR.sub.1 (wherein R.sub.1 is as defined above) or --COO--L--O--R.sub.1 (wherein L and R.sub.1 are as defined above), provided that when X.sub.1 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl, X.sub.2 is not --COOR.sub.1 ; X.sub.3 is trifluoromethyl, C.sub.1 -C.sub.3 alkoxy, halogen, cyano, nitro or --S(O).sub.n R.sub.4 (wherein n is as defined above, and R.sub.4 is C.sub.1 C.sub.3 alkyl); X.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; X.sub.5 is hydrogen or fluorine; and each of Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; or a salt thereof.

Substituted benzoyl derivatives and selective herbicides

A condensed heterocyclic derivative having the formula: ##STR1## wherein X is an oxygen atom or a sulfur atom; and Z is ##STR2##

Condensed heterocyclic derivatives and herbicides

An herbicidally effective benzoyl derivative having the formula: ##STR1## wherein X.sub.1 is C.sub.1 -C.sub.4 alkoxy or halogen;

A pyrazole derivative having the formula: ##STR1## wherein A is alkyl, alkenyl or alkynyl; B is hydrogen, alkyl, halogen, haloalkyl, alkoxy, alkylthio, alkoxyalkyl, alkylthioalkyl or alkoxycarbonyl; X is alkyl, alkoxy, halogen, nitro, cyano, haloalkyl, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl substituted by hydrogen or alkyl, haloalkoxy, alkylthio or alkylthioalkyl; Y is --COOR1 (wherein R1 is hydrogen, alkyl, etc.), --COO--L--OR1 (wherein L is alkylene which may be substituted), --COO--L--R2 (wherein R2 is phenyl group which may be substituted), --COO--M (wherein M is 3 to 6-membered alicyclic residue containing not more than 2 sulfur or oxygen atoms), --COO--L--M, --COO--L--O--L--R2, --COO--L--S(O).sub.n --CON (R3) (R4) (wherein each of R3 and R4 is hydrogen, alkyl, etc.), a --CON--(CH.sub.2).sub.n, ##STR2## wherein R5 is alkyl), ##STR3## --CONHSO.sub.2 CH.sub.3, --CONHSO.sub.2 CF.sub.3, --COO--L--N(R3) (R4), --COO--L--CO--R1, --COO--L--CO--O--R1, --COO--L--CN, --Coo--L--NO.sub.2 --COOSi (R5).sub.3, --COO--N.dbd.(R6) (R7) (wherein each of R6 and R7 is alkyl), --COO--N.dbd.C--(CH.sub.2).sub.n, --COO--L--O--SO.sub.2 --R1, --Coo--L--O--CO--R1, --COO--L--O--L--O--R1, --COO--L--Si (R5).sub.3, --C(O)S--R1, --C(S)O--R1, --C(S)S--R1, --L--O--R1, --L--O--L--O--R8 (wherein R8 is hydrogen or alkyl), --L--O--M, --L--O--L--M, --L--NR8R9 (wherein R9 is alkyl group), --L--O--CH.sub.2 Ph, --L--O--L--COOR9, --L--CN, --L--S(O).sub.n --R1, --L--S--L--O--R9, --L--O--COR9, --L--O--SO.sub.2 R9, --L--COOR8, --C.dbd.CHOR8 or --L--O--L--CN; Z is halogen, nitro, alkoxy, trifluoromethyl, cyano or --S(O).sub.n R10 (wherein R10 is alkyl or haloalkyl); V is a hydrogen atom, a halogen atom, an alkyl group having from 1 to 4 carbon atoms or an alkoxy group having from 1 to 4 carbon atoms; W is a hydrogen atom, a halogen atom, an alkyl group having from 1 to 4 carbon atoms, a haloalkyl group having from 1 to 4 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms, an alkoxyalkyl group having from 2 to 6 carbon atoms, an alkoxycarbonyl group having from 2 to 5 carbon atoms, a haloalkoxy group having from 1 to 3 carbon atoms, a nitro group, a cyano group or a --S(O).sub.n --R group (wherein n is as defined above and R is an alkyl group having from 1 to 4 carbon atoms); Q is hydrogen, alkyl, alkenyl, alkynyl, cyanomethyl, --C(O)--R11 (wherein R11 is phenyl group which may be substituterd, alkyl, alkoxy or hydroxyl), --S(O).sub.2 R11, --P(O) (OR11).sub.2 --L--C(O)--R11, --L--C(O)--N (R12) (R13) (wherein each of R12 and R13 is hydrogen or alkyl), --L--R14 (wherein R14 is phenyl which may be substituted, alkyl, alkoxy or hydroxy), --L--N(R12) (R13), a --L--OR15 (wherein R15 is hydrogen, alkyl or alkenyl), --L--OC(O)R16 (wherein R16 is alkyl or alkoxy), --L--S(O).sub.n R15, --L--SC(O)R12, ##STR4## wherein each of L1 and L2 is methylene, oxygen is sulfur and R16 is hydrogen or alkyl), and a salt thereof, useful as a herbicide.

Pyrazole derivative and herbicide containing it

A pyrazole derivative having the formula: ##STR1## where A, B, X, Y, Z and Q are described below.

Herbicidal pyrazole derivatives

A process for growing wheat and selectively preventing or controlling the growth of wild oats in the same site in which the wheat is being cultivated which comprises applying to said site an amount of an active compound sufficient to control the growth of wild oats without adversely affecting the growth of the wheat, said active compound being N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-4-methoxycarbonyl-3-methyl-1 -(2-pyridyl)pyrazole-5-sulfonamide or N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-4-methoxycarbonyl-1-(2-pyrid yl)pyrazole-5-sulfonamide.

Wheat growing process utilizing selective herebicide

There is disclosed imidazolesulfonamide derivatives represented by the general formula (I): ##STR1## wherein Q, m, R, B, D and T represent a group as specified in the specification and

Imidazolesulfonamide derivatives and herbicides

Pyrazole derivatives, preparations thereof, selective herbicidal compositions containing said derivatives and the use of said derivatives are provided. The pyrazole derivatives having selective herbicidal activity are represented by the formula I: ##STR1## wherein, A denotes a straight or branched lower alkylene or lower alkylidene group; X denotes a halogen atom, nitro group, a lower alkyl group, a lower haloalkyl group, a lower alkoxy group, a lower haloalkoxy group, a lower alkenyl group, phenyl group, cyano group, phenoxy group, a lower alkoxycarbonyl group, an aliphatic or aromatic acyl group, methanesulfonyloxy group or group ##STR2## and n is 0 or an integer of 1 to 5, said Xs being the same or different when n is an integer of 2 to 5; and Y denotes a halogen atom, a lower alkyl group, nitro group, phenyl group, a lower alkoxy group or trifluoromethyl group and m is in integer of 1 to 3, said Ys being the same or different when m is 2 or 3.

Herbicidal 4-benzoyl-1-methyl-5-phenylalkoxy pyrazoles

N-(Unsubstituted or substituted pyridyl)aminomethylene-diphosphonic acids represented by the formula: ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 is independently hydrogen or lower alkyl, and each of X and Y is independently hydrogen, halogen, nitro, acetamino, carboxyl, lower alkyl, methoxycarbonyl, hydroxyl or methoxy, and salts thereof, have effective herbicidal effects on postemergence of plants and selective inactivity against cotton plants.

Growing community of inventors

Tokyo, Japan

Takashi Ikai