N-phenyl carbamate compounds, process for producing the same, an

Details N-phenyl carbamate compounds, process for producing the same, an N-phenyl carbamate compounds, process for producing the same, an

1998-06-08

1999-12-28

Raymond, Richard L.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

5142305, 544 52, 544105, A01N 4384, C07D26536, C07D27916

Patent

active

060082186

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

This invention relates to a novel N-phenyl carbamate compound which is useful as an agricultural or horticultural fungicide.


BACKGROUND ART

As the compound which is similar to the novel N-phenyl carbamate compound of the present invention, the compound represented by the following formula: ##STR1## wherein R.sup.1 represents an alkyl group; R.sup.2 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a CO-(alkyl group), a cycloalkyl group; Z represents CH.sub.2 S, CH.sub.2 ON.dbd.C-(hydrogen atom, etc.), or the like; R.sup.3 represents a benzoxazolyl group, a benzothiazolyl group, etc.; A represents a hydrogen atom, etc. Incidentally, the definitions for R.sup.1 to R.sup.3, Z and A used in the description of this compound are limited only to the description of this compound, 170726/1993.
However, in the above-mentioned publication, there is no exemplary description of the compound having the combination of the substituents which show the N-phenyl carbamate compound of the present invention.
And, in the above-mentioned publication, when an exemplary compound which is similar to the N-phenyl carbamate compound of the present invention is forced to be mentioned, those shown in Table 1 can be mentioned, but physical properties and fungicidal effects thereof have not yet been confirmed.


TABLE 1 ______________________________________ Compound No. 362 ##STR2## Compound No. 363 ##STR3## Compound No. 364 ##STR4## ______________________________________
The problem of the present invention is to provide a novel N-phenyl carbamate compound which is useful as an agricultural or horticultural fungicide containing the same as an effective ingredient.


DISCLOSURE OF THE INVENTION

The present inventors have investigated to solve the above problems and as the results, they have found that a novel N-phenyl carbamate compound has an excellent fungicidal effect whereby accomplished the present invention.
That is, the present invention is as follows:
The first invention relates to an N-phenyl carbamate compound (Compound (1)) represented by the following formula (1): ##STR5## wherein R.sup.1 represents a hydrogen atom, an alkoxyalkyl group having 2 to 5 carbon atoms, an alkynyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, CO.sub.2 R.sup.6 (here, R.sup.6 represents an alkyl group having 1 to 4 carbon atoms) or an alkoxy group having 1 to 4 carbon atoms; alkyl group having 1 to 4 carbon atoms; atoms, a haloalkyl group having 1 to 4 carbon atoms, a halogen atom, an alkylcarbonyl group having 2 to 5 carbon atoms, a phenyl group, an alkoxycarbonyl group having 2 to 5 carbon atoms, an alkylsulfonyl group having 1 to 4 carbon atoms, a nitro group, a cyano group, a benzyloxycarbonyl group or a haloalkoxy group having 1 to 4 carbon atoms;
The second invention relates to a process for producing an N-phenyl carbamate compound (Compound (1-a)) represented by the following formula (1-a) in the above formula (1) ##STR6## wherein R.sup.2 to R.sup.5, X and n have the same meanings as defined above, formula (2): ##STR7## wherein R.sup.2 has the same meaning as defined above; and Z is a chlorine atom or a bromine atom, ##STR8## wherein R.sup.3 to R.sup.5, X and n have the same meanings as defined above.
The third invention relates to a process for producing an N-phenyl carbamate compound (Compound (1-b)) represented by the following formula (1-b) in the above formula (1) ##STR9## wherein R.sup.1 represents an alkoxyalkyl group having 2 to 5 carbon atoms, an alkynyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or CO.sub.2 R.sup.6 (here, R.sup.6 represents an alkyl group having 1 to 4 carbon atoms); R.sup.2 to R.sup.5, X and n have the same meanings as defined above, represented by the formula (4): chlorine atom, a bromine atom or an iodine atom.
The fourth invention relates to a process for producing an N-phenyl carbamate compound

REFERENCES:
patent: 4337357 (1982-06-01), Uematsu et al.
Chemical Abstracts, XP002094340, (1991).
Chemical Abstracts, XP002094339, (1992).
Chemical Abstracts, XP002094338, (1989).
Chemical Abstracts, XP002094343, (1957).
Chemical Abstracts, XP002094342, (1966).
Chemical Abstracts, XP002094341, (1969).

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