Benzene derivatives substituted with heterocyclic ring, and herb

Details Benzene derivatives substituted with heterocyclic ring, and herb Benzene derivatives substituted with heterocyclic ring, and herb

1992-05-06

1995-06-13

Ramsuer, Robert W.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

548513, A01N 4338, C07D20948

Patent

active

054242770

DESCRIPTION:

BRIEF SUMMARY
FIELD OF UTILITY IN INDUSTRY

The present invention relates to a benzene derivative substituted with a heterocyclic ring represented by the general formula: ##STR3## wherein R represents a cycloalkyl group having 3 to 8 carbon atoms, X represents a halogen atom, and Z represents ##STR4## in which the above-described cycloalkyl group may be substituted with an alkyl group having 1 to 6 carbon atoms; a process for preparing the same; and a herbicide containing the same as an active ingredient. More specifically, the present invention relates to an N-substituted-3,4,5,6-tetrahydrophthalimide derivative and an N-substituted phenyl-4,5,6,7-tetrahydro-2H-indazole derivative characterized by having a cycloalkyloxy group at the 5-position of the phenyl ring on the nitrogen atom.


PRIOR ART

Hitherto, as N-substituted phenyl-3,4,5,6-tetrahydrophthalimide derivatives having a herbicidal activity, for example, N-(2-fluoro-4-chloro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (Japanese Patent Publication No. 63-20428) or N-(2-fluoro-4-chloro-5-alkyloxyphenyl)-3,4,5,6-tetrahydrophthalimide (Japanese Patent Application (Kokai) No. 58-72563) have been known, but compounds having cycloalkyloxy group at the 5-position of the phenyl ring on the nitrogen atom have not been known. Also, Japanese Patent Application (Kokai) Nos. 63-68562, 63-68563 and 63-280060 disclose, as examples, the compounds which are different from the compounds of the present invention in the point of having a methyl group in the tetrahydrophthalimido moiety and in which the phenyl ring on the nitrogen atom is substituted with a 2,4-dihalo-5-cycloalkyloxy group, but do not disclose detailed preparation examples and test examples of the activity thereof. Further, Japanese Patent Application (Kokai) No. 55-139359 discloses the compounds which are different from the compounds of the present invention in that the substituent on the 2-position of the phenyl ring is a chlorine atom, but it does not disclose test examples of the activity to be compared.
Tetrahydrophthalimide derivatives known in the prior art exhibit per se a herbicidal activity, but these compounds are not said to be sufficient for use as an active ingredient of a practical herbicidal agents.
On the other hand, with respect to the 2N-substituted phenyl-4,5,6,7-tetrahydro-2H-indazole derivatives, for example, 2N-(2-fluoro-4-chloro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole (Japanese Patent Application (Kokai) No. 59-59666) or 2N-(2,4-dichloro-5-methoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole (Japanese Patent Application (Kokai) No. 52-51365) is known to have a herbicidal activity. However, these compounds are not said to be sufficient for use as an active ingredient of a practical herbicidal agent.
In recent developments and studies of new agricultural agents, it has been strongly desired to develop novel type agricultural agents which can be replaced for the conventional agricultural agents requiring the treatment at a high dose, in order to avoid environmental contamination and environmental destroy. For this purpose, it is essential to research and study novel compounds which exhibit excellent effects in the treatment at a low dose. Further, it is an important problem to research novel compounds which exhibit a selective herbicidal activity against only weeds and exhibit an excellent performance with markedly reduced noxious effect to the important crops.


DISCLOSURE OF THE INVENTION

As a result of extensive studies by the present inventors to solve the above problems, the present inventors found that the benzene derivatives substituted with a heterocyclic ring represented by the general formula: ##STR5## wherein R represents a cycloalkyl group having 3 to 8 carbon atoms, X represents a halogen atom, and Z represents ##STR6## in which the cycloalkyl group may be substituted with an alkyl group having 1 to 6 carbon atoms; possess a high herbicidal effect against weeds in the treatment at a low dose and have markedly reduced noxious effects against the main crops, and completed

REFERENCES:
patent: 3878224 (1975-04-01), Matsui et al.
patent: 4292070 (1981-09-01), Wakabayashi et al.
patent: 4431822 (1984-02-01), Nagano et al.
patent: 4484940 (1984-11-01), Nagano et al.
patent: 4990176 (1991-02-01), Bohner et al.

Affiliated with

Also associated with

Rating

Benzene derivatives substituted with heterocyclic ring, and herb does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Benzene derivatives substituted with heterocyclic ring, and herb, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Benzene derivatives substituted with heterocyclic ring, and herb will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1309296