Sumitomo Chemical Company, Limited

Seizo Sumida

Ryo Yoshida

Katsuzo Kamoshita

Ichiki Takemoto

Haruhiko Katoh

Shunichi Hashimoto

Yuzuru Sanemitsu

Masato Mizutani

Hiromichi Oshio

Hiroshi Noguchi

Junya Takahashi

Hirofumi Oshita

Yoshiaki Kosuge

Kamoshita Katsuzo

Takemoto Ichiki

Soji Otsuki

Tadashi Ooishi

Takeo Satomi

Yoshinori Nakayama

Shuichiro Asao

Eiyoshi Itooka

Novel N'-phenyl-N-methylurea derivatives of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a methyl group or a methoxy group, R.sub.2 is a hydrogen atom or a lower alkyl group, R.sub.3, which may be the same or different, is a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group or a trifluoromethyl group, n is an integer of 0 to 5, X is a hydrogen atom or a halogen atom, Y is an oxygen atom or a sulfur atom and Z is a straight or branched C.sub.1 -C.sub.8 alkylene group which may have no less than one atom of oxygen and/or sulfur at the terminal of and/or inside the carbon chain, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants as well as a notable fungicidal activity agaist a wide variety of phytopathogenic fungi causing plant diseases to crop plants without any material toxicity to mammals and fish or chemical injury to said crop plants.

Urea derivatives, and their use as herbicides

A compound of the formula: ##STR1## wherein R is a lower alkyl group substituted with two or three fluorine atoms and X is a halogen atom, a lower alkyl group or a trifluoromethyl group, which is useful as a herbicide against a variety of weeds with a high selectivity to cotton, wheat and rice plants.

N-Substituted phenyl-1-methylcyclopropanecarboxamides, and their

A compound of the formula: ##STR1## wherein R is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, X is a C.sub.3 -C.sub.4 alkylene group or a C.sub.3 alkenylene group, Y is a hydrogen atom or a chlorine atom, A is a methyl group or a methoxy group and the substituted ureido group is present at the m- or p-position to the group of the formula: ##STR2## which is useful as a herbicide.

N'-Phenyl-N-methylurea derivatives

A compound of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be same or different, are each hydrogen or C.sub.1 -C.sub.4 alkyl, X is chlorine or bromine, Y is hydrogen, chlorine, bromine, fluorine or iodine and Z is N,N-dimethylamino, N-methoxy-N-methylamino, C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, which is useful as a herbicide.

N-[2-(Cyclopropyl) ethoxy] phenylanilide derivatives, and their

A herbicidal composition exerting an enhanced herbicidal activity against various weeds including broad-leaved weeds and Gramineae grasses without any phytotoxicity to soybean, which comprises as an active ingredient N'-[4-(4-methylphenethyloxy)phenyl]-N-methoxy-N-methylurea and as a potentiating agent at least one compound of the formula: ##STR1## and their salts, esters and amides.

Herbicidal composition having enhanced herbicidal activity with high

Novel N'-4-(2-naphthyloxy)phenyl-N-methylurea derivatives of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom or a trifluoromethyl group and R is a methyl or methoxy group having a herbicidal activity, particularly effective in exterminating weeds in the cultivation of soybean and gramineous crops such as wheat and barley, and/or having a fungicidal activity especially effective in controlling the rust of wheat and barley.

N-Phenyl-N-methylurea derivatives

Oximecarbamate derivatives of the formula: ##STR1## wherein R.sub.1 is methyl or methoxy, R.sub.2 is lower alkyl, lower alkoxy, methylenedioxy, methylthio, halogen or trifluoromethyl, R.sub.3 is hydrogen, methyl or ethyl, X and Z are each oxygen or sulfur, m is an integer of 0 to 5 when R.sub.2 is fluorine or an integer of 0 to 3 when R.sub.2 is other than fluorine, R.sub.2 being same or different in case of m being an integer of 2 or 3, n and r are each an integer of 0 or 1 but when one of them is zero, the other is not zero, q is an integer of 0 or 1 and t is an integer of 0 to 4, which are useful as herbicides having high selectivity to crop plants.

Oximecarbamate derivatives, and their production and use

Novel N'-phenyl-N-methylurea derivatives of the formula: ##STR1## wherein R is a C.sub.4 -C.sub.10 cycloalkyl group, a C.sub.4 -C.sub.10 cycloalkenyl group, a C.sub.4 -C.sub.10 cycloalkyl group condensed with a benzene ring or substituted with at least one C.sub.1 -C.sub.4 alkyl group or a C.sub.4 -C.sub.10 cycloalkenyl group condensed with a benzene ring or substituted with a C.sub.1 -C.sub.4 alkyl group, Z is a C.sub.1 -C.sub.4 alkylene group which may have an atom of oxygen and/or sulfur at the terminal of and/or inside the carbon chain, Y is an oxygen atom or a sulfur atom, A is a hydrogen atom, a methyl group or a methoxy group and n is an integer of 0 or 1 with the proviso that in the chain consisting of --(Z).sub.n --Y--, oxygen and/or sulfur atoms can not be present in succession, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants without any material toxicity to mammals and any chemical injury to said crop plants.

Urea derivatives, and their production and use

3-Thiooxo-5-oxo-hexahydro-1,2,4-triazine, which is useful as a herbicide and/or fungicide.

3-Thiooxo-5-oxo-hexahydro-1,2,4-triazine and its production and use

A herbicidal composition which comprises as an active ingredient a herbicidally effective amount of a triazinone compound of the formula: ##STR1## wherein A is --NH--N.dbd.CHCH.sub.2 NH--, --NH--NHCH.sub.2 CH.sub.2 NH-- or --NH--N.dbd.CHC(NHOH).dbd.N--, and an inert carrier.

Herbicidal composition comprising triazinone compound

A compound of the formula: ##STR1## wherein A is a hydrogen atom, a methyl group or a methoxy group, X is a straight or branched C.sub.1 -C.sub.4 alkylene chain, Y is an oxygen atom or a sulfur atom, R, which may be the same or different, is a lower alkyl group, a lower alkoxy group, a trifluoromethyl group, a chlorine atom, a bromine atom or a fluorine atom, m is an integer of 0 to 5 and n is an integer of 0 or 1, provided that in case of R being a fluorine atom, m is an integer of 0 to 5 and in case of R being other than a fluorine atom, m is an integer of 0 to 3, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants without any material toxicity to mammals and any chemical injury to said crop plants.

Novel N'-phenyl-N-methylurea derivatives of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a methyl group or a methoxy group, R.sub.2 is a hydrogen atom or a lower alkyl group, R.sub.3, which may be the same or different, is a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group or a trifluoromethyl group, n is an integer of 0 to 5, X is a hydrogen atom or a halogen atom, Y is an oxygen atom or a sulfur atom and Z is a straight or branched C.sub.1 -C.sub.8 alkylene group which may have no less than one atom of oxygen and/or sulfur at the terminal of and/or inside the carbon chain, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants as well as a notable fungicidal activity against a wide variety of phytopathogenic fungi causing plant diseases to crop plants without any material toxicity to mammals and fish or any chemical injury to said crop plants.

Herbicidal compositions and methods employing urea derivatives

Use of 3,5-dioxo-1,2,4-triazine derivatives of the formula: ##STR1## wherein X, Y, R.sup.1 and R.sup.2 are each as defined in the specification, as a herbicidal agent exerting a strong controlling and preventing effect against wild oats without any material phytotoxicity to wheat.

Growing community of inventors

Nishinomiya, Japan

Seizo Sumida