1-Substituted 4-carbamoyl-1,2,4-triazol-5-one derivatives and he

Details 1-Substituted 4-carbamoyl-1,2,4-triazol-5-one derivatives and he 1-Substituted 4-carbamoyl-1,2,4-triazol-5-one derivatives and he

1999-08-23

2000-06-20

McKane, Joseph

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

504274, 504253, 5462724, 5482632, A01N 3504, A01N 43653, C07D24912

Patent

active

060778148

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

This invention relates to a new 1-substituted-4-carbamoyl-1,2,4-triazol-5-one derivative useful as a herbicide, and also this invention relates to a herbicidal composition comprising said derivative as an active ingredient. This invention is therefore useful in the fields of chemical industry and agriculture, especially in the field of the art for the manufacture of agricultural chemicals.


BACKGROUND ART

Hitherto, it has already been known that certain 1,2,4-triazol-5-one derivatives and tetrazolinone derivatives have herbicidal and fungicidal activities, as described below.
For example, the known 1,2,4-triazol-5-one derivatives include such compounds as described in literatures (1) to (4) below.
(1) Japanese patent application first publication (Kokai) No. Hei-7-76578 describes a compound represented by the general formula (A) ##STR2## wherein X denotes oxygen atom or sulfur atom, R.sub.1 denotes a haloalkyl group, R.sub.2 denotes a cycloalkyl group, a cycloalkylalkyl group and so on, R.sub.3 denotes hydrogen atom or a halogen atom, R.sub.4 denotes nitrile group or nitro group and R.sub.5 denotes a halogen atom or a heterocyclic alkoxy group and so on.
(2) Japanese patent application first publication (Kokai) No. Hei-3-106865 describes a compound represented by the general formula (B) ##STR3## wherein R.sub.1 denotes a cycloalkyl group, a phenylalkyl group, a halogen atom, an aminocarbonyl group substituted with a substituted phenyl group, and so on; R.sub.2 denotes hydrogen atom or a lower alkyl group; and R.sub.3 denotes a halogen atom, an alkyl group and so on.
(3) Japanese patent application first publication (Kokai) No. Sho-64-29368 describes a compound represented by the general formula (C) ##STR4## wherein X and Y denote oxygen atom or sulfur atom, R.sub.1 denotes hydrogen atom and so on, R.sub.2 denotes an unsubstituted or substituted phenyl group, an aralkyl group and so on, and R.sub.3 and R.sub.4 denote hydrogen atom, an alkyl group or an unsubstituted or substituted aryl group and so on.
(4) Japanese patent application first publication (Kokai) No. Hei-6-293744 describes a compound represented by the general formula (D) ##STR5## wherein R.sub.1 denotes hydrogen atom and so on; R.sub.2 denotes ##STR6## in which R.sub.6 and R.sub.7 denote an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, an aryl group and so on; R.sub.3 denotes hydrogen atom, an alkyl group, a haloalkyl group and so on; R.sub.4 denotes hydrogen atom and so on; and R.sub.5 denotes amino group or hydroxy group and so on.
Furthermore, various 1,2,4-triazol-5-one derivatives have been described in the following literatures (5) to (24), namely (5) Japanese patent application first publication (Kokai) No. Sho-56-32403; (6) Japanese patent application first publication (Kokai) No. Sho-56-53663; (7) Japanese patent application first publication (Kokai) No. Sho-56-53662; (8) Japanese patent application first publication (Kokai) No. Sho-58-23680; (9) U.S. Pat. No. 4,705,557; (10) PCT international publication No. WO85/01637; (11) PCT international publication No. WO86/02642; (12) U.K. patent No. 2230261 specification; (13) Japanese patent application first publication (Kokai) No. Hei-3-106865; (14) German patent No. 4437049; (15) German patent No.4435476; (16) German patent No. 4431219; (17) U.S. Pat. No. 5,035,740 specification ; (18) Japanese patent application first publication (Kokai) No. Hei-3-181472; (19) German patent No. 3920414; (20) Japanese patent application first publication (Kokai) No. Hei-3-17070; (21) South African patent No. 8805308; (22) Japanese patent application first publication (Kokai) No. Sho-64-29368; (23) Japanese patent application first publication (Kokai) No. Sho-63-255271; and (24) Japanese patent application first publication (Kokai) No. Sho-52-118471.
However, the above-mentioned literatures (1) to (24) do not describe any 1,2,4-triazol-5-one derivatives having carbamoyl group at the 4-position thereof.
Furthermore, for the tetrazolinone derivatives there have been

REFERENCES:
Chem. Abstracts, vol. 118, No. 118:54226b, pp. 286-287, 1993.

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