Derivative amide alanovoy acids, processes for their preparation, herbicide composition, method for killing weeds

 

(57) Abstract:

Usage: in agriculture. The inventive amide derivatives alanovoy acid f-crystals 1 with certain znacheniyam radicals and methods for their preparation by reacting reagent 1-derived pyrimidinecarbonitrile acid and reagent 2-amine, or by reacting the reagent 1-derived pyrimidinamine and reagent 2-alkylhalogenide or by the interaction of the reagent 1-derived pyrimidinediamine and reagent 2-equivalent or greater number of grounds. Herbicide composition comprising as an active ingredient derived amide alanovoy acid number of 1 to 30 wt. including the target of the additive amount of rest. Method of controlling weeds by tillage, on which to grow plants, or plants derived amide alanovoy acid number of 25 to 100 g/10 ar. The connection structure of f-crystals 1 presents the description.

Reagent I:

The invention relates to new biologically active compounds derived amide alanovoy acid, three different methods for their preparation, herbicide composition and method for killing weeds that may find application in agriculture is vnesti and reducing power requirements for the implementation of agricultural activities. However, since many of these herbicides act on specific types of cultivated plants and weeds, it is necessary to use them selectively depending on the individual species of cultivated plants and places to which they apply, so they were most effective. Therefore, in this area it is always important to develop new connections with herbicide effect.

The aim of the present invention is the provision of a new herbicide composition containing a compound having a chemical structure different from the structure of conventional herbicides as an effective ingredient, which can thoroughly be used for cultivation of different crops.

As studies to achieve the above objectives, the present inventors have discovered that a certain type of amide derivatives alanovoy acid with pyrimidine ring or triazine ring or their salts are effective for destruction of various weeds and are safe for cultivated plants.

The present invention was achieved on the basis of this discovery.

The present invention relates shall Drexel; lower alkyl, unsubstituted or substituted lower alkoxygroup, benzyloxy, lower alkoxy-lower alkoxygroup, lower ancilliary, lower alkoxycarbonyl group or phenyl group; lower Alchemilla groups lower alkoxygroup; lower alkenylacyl; benzyloxy;

R2hydroxyl; Canali amino group, a lower alkylsulfonamides or group of SO2R5where R5represents lower alkyl which may be substituted by lower alkoxygroup or halogen; and (C3WITH6) cycloalkyl; 1-pyrrolidinyl;

R3lower alkyl, lower alkenyl, substituted with halogen; cyclohexanol; and (C3WITH6) cycloalkyl; and (C3WITH6) cycloalkenyl; phenyl, unsubstituted or substituted with halogen;

R4hydrogen; lower alkyl; X is halogen; lower alkyl; lower alkoxy; phenoxy, substituted lower alkyl, deformedarse, propargyloxy, di- (lower) alkyl amino group lowest alkylamino; halogen; lower alkyl; substituted with halogen;

At lower alkyl lower alkoxy; lower di - or mono-alkylamino or salt of an alkali metal or lower alkyl ammonium salt. The described compounds and salts thereof can be obtained, for example, CLASS="ptx2">

1. Derivative amide alanovoy acid of General formula

< / BR>
where R1hydrogen, hydroxyl, lower alkyl, unsubstituted or substituted lower alkoxygroup, benzyloxy, lower alkoxylate alkoxygroup, lower alkylthiol, lower alkoxycarbonyl group or phenyl group, lower Alchemilla group, lower alkoxygroup lowest alkenylacyl, benzyloxy;

R2hydroxyl, cyano or amino group, lower alkylsulfonamides or group of SO2R5where R5lower alkyl which may be substituted by lower alkoxygroup or halogen, C3C6cycloalkyl, 1 pyrrolidinyl;

R3lower alkyl, lower alkenyl, substituted with halogen, cyclohexenyl, C3C6-cycloalkyl, C3- C6-cycloalkenyl, phenyl, unsubstituted or substituted with halogen;

R4hydrogen, lower alkyl;

X is halogen, lower alkyl, lower alkoxy, phenoxy, substituted lower alkyl, deformedarse, propargyloxy, Denizli alkyl amino group, a lower alkylamino, halogen, lower alkyl substituted by halogen;

Y is lower alkyl, lower alkoxy; lower di - or monoalkylamines, or salt of an alkali metal or lower al is haunted supplements characterized in that as a pyrimidine derivative it contains amide derivatives alanovoy acid of General formula

< / BR>
where R1hydrogen, hydroxyl, lower alkyl, unsubstituted or substituted lower alkoxygroup, benzyloxy, lower alkoxylate alkoxygroup, lower alkylthiol, lower alkoxycarbonyl group or phenyl group, lower Alchemilla group, lower alkoxygroup lowest alkenylacyl, benzyloxy;

R2hydroxyl; cyano or amino group; a lower alkylsulfonamides, a group of SO2R5where R5lower alkyl which may be substituted by lower alkoxygroup or halogen, C3C6cycloalkyl, 1-pyrrolidinyl;

R3lower alkyl, lower alkenyl, substituted with halogen; C3- C6-cycloalkenyl; C3C6-cycloalkyl, cyclohexenyl, phenyl, unsubstituted or substituted with halogen;

R4hydrogen, lower alkyl;

X is halogen, lower alkyl, lower alkoxy, phenoxy, substituted lower alkyl, deformedarse, propargyloxy, di(lower)alkylamino;

Y is lower alkyl, lower alkoxy, lower di - or monoalkylamines or salt of an alkali metal or lower alkylamine is you 1 30

The target additive and the Rest

3. Method of controlling weeds by tillage, on which to grow plants, or plants derived from pyrimidine, characterized in that as pyrimidine derivatives using derivatives of amide alanovoy acid of General formula

< / BR>
where R1hydrogen, hydroxyl, lower alkyl, unsubstituted or substituted lower alkoxygroup, benzyloxy, lower alkoxylate alkoxycarbonyl group, a lower alkoxygroup, lower alkylthiol or phenyl group, lower Alchemilla group; lower alkoxygroup; lower alkenylacyl, benzyloxy;

R2hydroxyl; cyano or amino group, lower alkylsulfonamides; group of SO2R5where R5lower alkyl which may be substituted by lower alkoxygroup or a halogen atom, a C3C6-cycloalkyl, 1-pyrrolidyl;

R3lower alkyl, lower alkenyl, substituted with halogen, C3- C6-cycloalkenyl, C3C6-cycloalkyl, cyclohexenyl, phenyl, unsubstituted or substituted with halogen;

R4hydrogen, lower alkyl;

X is halogen, lower alkyl, lower alokasi, phenoxy, substituted lower alkyl, dipterocarp or salt of an alkali metal or lower alkylammonium salt,

in the amount of 25 100/10 ar.

4. The method of obtaining derivatives of amides alanovoy acid of General formula

< / BR>
where R1hydrogen;

R2SO2R5where R5lower alkyl;

R3lower alkyl or C3C6-cycloalkenyl;

R4hydrogen;

X and Y lower alkoxygroup,

characterized in that the pyrimidine derivatives of General formula

< / BR>
the values of the radicals indicated above, enter into interaction with equivalent or more activating condensing agent, followed by interaction of the resulting product with the compound of the formula

< / BR>
where R1and R2have the specified values,

and acidification of the resulting reaction mass.

5. The method of obtaining derivatives of amides alanovoy acid of General formula I

< / BR>
where R1lower alkyl which may be substituted by lower alkoxygroup, lower alkoxycarbonyl group;

R2SO2R5where R5lower alkyl;

R3lower alkyl or cyclopropyl;

X and Y lower alkoxygroup,

wherein the pyrimidine derivative of General formula

< / BR>
where the radicals have the above values,

enter the SS="ptx2">

6. The method of obtaining derivatives of amides alanovoy acid of General formula

< / BR>
where X and Y lower alkoxygroup;

R3lower alkyl;

R4hydrogen;

R5lower alkyl;

M is alkali metal, isopropylamino,

wherein the pyrimidine derivative of General formula

< / BR>
where the radicals have the above values,

enter into interaction with an equivalent or greater number of grounds.

 

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