SU373918A1 - HERBICIDE - Google Patents

Description

one,

The invention relates to chemical means for controlling weeds in crops of cultivated plants.

It is known to use pyridazone-6 derivatives as herbicides, for example, 1-phenyl-4-amino-5-halopyridazone-6. However, the known herbicides of this group do not possess sufficiently high herbicidal activity.

Pyridazone-6 derivatives of general formula I are proposed to be used as a new selective herbicide.

. ABOUT

il NH-C- (CH2)

Rz

where Ri is phenyl, alkylphenyl, halophenyl, trifluoromethylphenyl or cycloalkyl with the number of carbon atoms in the cycle from 5 to 8;

Rs is halogen;

Кз - residue -COOR4, -COSR4 or, where R4 is hydrogen, alkyl with the number

aiOMOB carbon from 1 to 18, haloalkyl or phenyl; X + -organic or inorganic cation;

“- from 3 to 10.

The proposed compounds have high herbicidal activity and can be used to selectively combat copnoii vegetation in wheat, barley, beet, maize, and soybean crops. Recommended doses are in the range of 1-6 kg / ha. The compounds are effective in both pre-emergence and post-emergence applications.

The forms of application of the proposed compounds are common: solutions, emulsions, suspensions, thresholds, etc. They are prepared by known methods that are common in the preparation of preparative forms of pesticides.

The method of preparing the proposed compounds is based on the interaction of 4-aminonnidazon-6 with dicarboxylic acid chlorides with further involvement of the obtained compounds in reactivity with alcohols, alkalis, thiophenolamn.

25

In tab. Figure 1 shows the compounds of general formula I and the following are examples of testing their herbicidal activity.

Example 1. Post-harvest application. Experimental plants 3–15 cm high were treated with compounds of the general formula (3 and 4) at a dose of 2 kg / ha in the form of an aqueous dnsper.

table 2

Indicator of herbicidal activity,%, compounds

United States: For SraNeni, it was added that H3 is a suspended herbicide - 1-phenyl-4 - am-ino-5-bromopyridazone-b (compound A) at a dose of 2 kg / ea. After 3--4, they did not divide the herbicidal activity and expressed it as a percentage: 0%, no effect, 100% complete plant death. The results of the experiment are presented in table. 2

Example 2. Pre-emergence application.

Seeds of experimental plants were sown in sandy soil and treated with aqueous dispersions of compounds 3 and 4 at a dose of 2.5 kg / ha (calculated on the active substance). For the use of equilibrium, the known herbicide, 1-phenyl-4-amino-5-bromopyridazone-6 (compound A) was used at a dose of 3 kg1 ga. After 3-4 weeks of treatment, the herbicidal activity was recorded and expressed as a percentage; About% - this is the presence of effect, 100% is the total death of plants.

The results of the experiment are presented in C tab. 3

Table 3

Experimental data indicate a high herbicidal activity of the proposed compounds and a better selectivity of their action compared with the known herbicides of this group.

Subject invention

Use as a herbicide pyridazone-6 derivatives of the general formula

sixteen

ABOUT

KN-C-CCN2) R2

ten

where RI is phenyl, alkylphenyl, halophenyl, trifluoromethylphenyl or cycloalkyl with the number of carbon atoms in the cycle from 5 to 8;

R2 is halogen;

Ra is the residue -COOR4, -COSR4 or

-COO-X +, where R, (is hydrogen, alkyl with a number

carbon atoms from 1 to 18, haloalkyl or

phenyl, X + - organic or inorganic

cation;

n - from 3 to 10.