Claims
- 1. A diphenyl sulfone compound of the formula: ##STR81## wherein R.sub.1 and R.sub.2 are, same or different, each a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkenyloxy group, a lower alkynyloxy group, a phenoxy group, a lower alkylthio group, a lower alkylsulfonyl group or a lower alkoxycarbonyl(lower)alkoxy group, R.sub.3 is a hydroxyl group, a lower alkenyloxy group, a lower alkynyloxy group, a halo(lower)alkoxy group, a dihalo(lower)alkoxy group, a lower alkoxy(lower)alkoxy group, a cyano(lower)alkoxy group, a lower alkoxycyano(lower)alkoxy group, a hydroxy(lower)alkoxy group, a lower alkylcarbonyloxy group, a lower alkoxycarbonyl group, a lower alkylthio(lower)alkoxy group, a lower alkenyloxy(lower)alkoxy group, a di(lower)alkylamino(lower)alkoxy group, a hydroxyimino(lower)alkoxy group, a lower alkoxyimino(lower)alkoxy group, a lower alkylsulfonyloxy group, a lower alkoxycarbonyloxy group, a di(lower)alkoxyphosphinyloxy group, an oxotetrahydrofuranyloxy group, a tetrahydropyranyloxy group, a lower alkyl-1,3-oxolanyl(lower)alkoxy group or a group of the formula: --O--A--COR.sub.4 (in which A is lower alkylene, lower alkenylene, lower alkyleneoxy, halo(lower)alkylene or lower alkoxy(lower)alkylene and R.sub.4 is hydroxyl, lower alkyl, halo(lower)alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, halo(lower)alkoxy, lower alkoxy(lower)alkoxy, cyano(lower)alkoxy, lower alkoxycarbonyl(lower)alkoxy, di(lower)alkylamino, N-(.alpha.-lower alkyl(lower)alkylidene)aminoxy or lower alkylthio) and X is a hydrogen atom or a halogen atom.
- 2. The diphenyl sulfone compound according to claim 1, wherein R.sub.1 and R.sub.2 are, same or different, each a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a C.sub.1 -C.sub.2 alkyl group, a C.sub.1 -C.sub.2 alkoxy group, a propenyloxy group, a propynyloxy group, a phenoxy group, a methylthio group, a methylsulfonyl group or a (C.sub.1 -C.sub.2)alkoxycarbonyl(C.sub.1 -C.sub.2)alkoxy group, R.sub.3 is a hydroxyl group, a propenyloxy group, a propynyloxy group, a chloroethoxy group, a difluoromethoxy group, a C.sub.1 -C.sub.2 alkoxy(C.sub.1 -C.sub.2)alkoxy group, a cyanomethoxy group, a cyanomethoxymethoxy group, a hydroxyethoxy group, an ethoxycarbonyl group, a C.sub.1 -C.sub.2 alkylthio(C.sub.1 -C.sub.2)alkoxy group, an ethenyloxyethoxy group, an N,N-di(C.sub.1 -C.sub.2)alkylaminoethoxy group, a hydroxyiminoethoxy group, a methoxyiminoethoxy group, a methylsulfonyloxy group, a methoxycarbonyloxy group, a diethoxyphosphinyloxy group, an oxotetrahydrofuranyl group, a tetrahydropyranyloxy group, a methyl-1,3-oxolanyl(C.sub.1 -C.sub.2)alkoxy group or a methylcarbonyloxy group, A is a C.sub.1 -C.sub.2 alkylene group, a propenylene group, an ethyleneoxy group, a fluoromethylene group or a methoxymethylene group and R.sub.4 is a C.sub.1 -C.sub.4 alkyl group, a chloromethyl group, a hydroxyl group, a C.sub.1 -C.sub.5 alkoxy group, a chloroethoxy group, a propenyloxy group, an ethoxycarbonylethoxy group, an .alpha.-methylethylideneaminoxy group, an N,N-dimethylamino group, a cyanomethoxy group, a methoxyethoxy group, an ethylthio group or a propynyloxy group.
- 3. The diphenyl sulfone compound according to claim 1, wherein R.sub.1 and R.sub.2 are, same or different, each a hydrogen atom, a methyl group, an ethyl group, a fluorine atom, a chlorine atom, a bromine atom, a methoxy group or an ethoxy group, R.sub.3 is a chloroethyloxy group, a methoxymethoxy group, a cyanomethoxy group, a methoxycyanomethoxy group, a hydroxyethoxy group, a methylcarbonylmethoxy group, an .alpha.-(methylcarbonyl)ethoxy group, a methylthiomethyl group, a methylthiomethoxy group, a methoxyiminopropoxy group, a diethoxyphosphinyloxy group, an oxotetrahydrofuranyloxy group, a methoxycarbonylmethoxy group, an ethoxycarbonylmethyl group, an .alpha.-(methoxycarbonyl)ethoxy group, a methoxy(methoxycarbonyl)methoxy group, an .alpha.-(ethoxycarbonyl)ethoxy group, an ethylthiocarbonylmethoxy group, a propinyloxycarbonylmethoxy group, a 2-methyl-1,3-oxolan-2-ylmethoxy group, an .alpha.-(2-methyl-1,3-oxolan-2-yl)ethoxy group, a .beta.-(methylcarbonyloxy)ethoxy group, a .beta.-(ethoxycarbonyloxy)ethoxy group or a dimethylaminocarbonylmethoxy group and X is a hydrogen atom or a chlorine atom.
- 4. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4trifluoromethylphenoxy)-2-cyanomethoxy-4'-methyldiphenyl sulfone.
- 5. The dipheny sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-cyanomethoxy-4'-chlorodiphenyl sulfone.
- 6. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-methoxycarbonylmethoxydiphenyl sulfone.
- 7. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-methoxycarbonylmethoxy-4'-methyldiphenyl sulfone.
- 8. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-methoxycarbonylmethoxy-4'-chlorodiphenyl sulfone.
- 9. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-ethoxycarbonylmethoxy-4'-methyldiphenyl sulfone.
- 10. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-methoxycarbonylmethoxy-4'-fluorodiphenyl sulfone.
- 11. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4trifloromethylphenoxy)-2-methoxy(methoxycarbonyl)methoxydiphenyl sulfone.
- 12. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-[methoxy(methoxycarbonyl)methoxy]-4'-chlorodiphenyl sulfone.
- 13. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-(1-acetylethoxy)-4'-chlorodiphenyl sulfone.
- 14. The diphenyl sulfone compound according to claim 1, i.e. 4-(2-chloro-4-trifluoromethylphenoxy)-2-(1-acetylethoxy)-4'-fluorodiphenyl sulfone.
- 15. A herbicidal composition which comprises a herbicidally effective amount of the diphenyl sulfone compound (I) claimed in claim 1 and an inert carrier or diluent.
- 16. A method for controlling weeds which comprises applying a herbicidally effective amount of the diphenyl sulfone compound (I) claimed in claim 1 to the area where the weeds grow or will grow.
- 17. The method according to claim 16, wherein the area is a field of rice, corn, soybean or wheat.
Priority Claims (2)
Number |
Date |
Country |
Kind |
57-81750 |
May 1982 |
JPX |
|
57-137790 |
Aug 1982 |
JPX |
|
Parent Case Info
This is a continuation-in-part application of our copending Application Ser. No. 441,381 filed Nov. 12, 1982.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
3426075 |
Campbell |
Feb 1969 |
|
3957865 |
Rohe et al. |
May 1976 |
|
4335249 |
Johnson et al. |
Jun 1982 |
|
4374662 |
Konishi et al. |
Feb 1983 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
8107462 |
Oct 1982 |
BRX |
Non-Patent Literature Citations (2)
Entry |
Chemical Abstracts, 56, 8612i (1962). |
Chemical Abstracts, 82, 150504z (1957). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
441381 |
Nov 1982 |
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