SU1577682A3 - Herbicide composition - Google Patents

Abstract

This invention relates to chemical means of controlling weeds and undesirable vegetation. A herbicidal composition is proposed, the active ingredient of which is dihydropyridine derivatives of general formula ROOC-A-COOR 1, in which A means @

R - ethyl, propyl, isobutyl, furyl-2

R-methyl, ethyl

R 2 - difluoromethyl, trifluoromethyl

R 3 is methyl, trifluoromethyl

R 4 -propyl, isobutyl. Herbicide composition contains 10-80 wt.% The active substance, 16-88 wt.% The filler and 2-6.6 wt.% Surfactant. The herbicidal composition is effective against weeds (spike grass) and does not damage cultivated plants (wheat). Doses of the active substance 0.1 - 10 kg / ha. 2 tab.

Description

This invention relates to chemical agents for controlling weeds and undesirable vegetation.

The purpose of the invention is to increase the germicidal effect of a formulation based on a rigidropyridine derivative.

Example 1 Preparation of dietsh--2,6-bis- (trifluoromethyl) -, 4-dihydro-4-propyl-3,5-pyridinedicarboxylate (compound 1).

In a flask with a capacity of 500 ml, 100-150 ml of sulfuric acid are poured, the flask is placed in an ice bath and stirred for 15 minutes. Then 9 g (0.0205 mol) of diethyl-2,6-bis- (trifluoromethyl) -2 are added to the acid. , 6-dioxy-4-propyl

-3,5-piperidinedicarboxylate, stirred for 40 minutes and poured the reaction mixture on crushed ice. The aqueous layer was extracted twice with sulfuric ether, the extract was washed with a saturated aqueous solution of sodium bicarbonate, dried with magnesium sulfate, filtered, the solvent was distilled off, and 2.63 g (31.78%) of the final product was obtained.

Example 2. Preparation of diethyl-2- (difluoromethyl) -6- (trifluoromethyl) -4-propyl-3,5-pyridine dicarboxylate (compound 4).

A mixture of 31 g (0.0742 mol) of the product from example 1, 11.03 g (0.742 mol)

 g8 ° diazabicyclo- (5.4.0) undecen-7-ene and 200 ml of tetrahydrofuran are kept at a boil for 18 h and then it is concentrated into the residue stirred with water and extracted with ether. The ether extract is dried with magnesium sulfate, concentrated and subjected distillation in a tube with ball expansion under pressure of 1 torr "

The distillate obtained is chromatographed on silica gel using 3% ethyl acetate-cyclohexane as eluent. This gives 23.9 g (80.9%) of the final product.

Under the conditions of Examples 1 and 2, other compounds were prepared.

in table 1

Specific forms of the herbicidal composition, wt%; Drug a

Active substance25

Free acid of complex organic phosphate of aromatic or aliphatic hydrophobic base 5 Polyoxyethylene (polyoxypropylene) copolymer with butanol1,6

Phenol4,7

Monochlorobenzene63,6

Preparation B

Active substance25

Lignosulfonate

rub 3.5

N-methyl-N-oleyl sodium taurate 2

Methyl cellulose 0.3

Silica gel1,5

Water 67,7

Preparation B

Active substance80

Sodium dioctyl sulfosuccinate 1,2

Lignosulfonate

Calcium 2.7

Amorphous silica 16 Preparation G

Active substance10

Sodium dioctyl sulfosuccinate 2

Silica gel5

Methyl violet, 1

Sodium bicarbonate 82.9

Example Over Determining Herbicide Action Wheat seeds are sown in prepared soil (under greenhouse conditions) and irrigated until the emergence of seedlings after emergence. seedlings of wheat into the soil are sown seeds of spike grist and are treated with herbicidal composition,

Evaluation of the herbicidal action was carried out two weeks after treatment on a scale from 0 to 3: 0 — no damage; 1 - 25% damage; 2 - 50% damage; 3 - 75% and more

damage

For comparison, a well-known herbicide is used: 2,6-dimethyl-3- (3-chloro-benzylaminocarbonyl) 5- (ethoxycarbonyl) 1,4-dihydropyridine (compound

0 Z).

The results of the experiments are presented in table 2

25

Claims (1)

Invention Formula The herbicidal composition containing the active substance - a dihydropyridine derivative, a filler and a surfactant, is u and with the fact that, in order to increase the herbicidal effect, it contains as an active substance a dihydropyridine derivative of the general formula 1 CAEP A-COORM, where a means . l- R Ґ T D I Vy% sg3tPsg3 n n or CF3T CHF2 R is ethyl, propyl, isobutyl, furyl-2; R | methyl or ethyl; & 2, difluoromethyl or trifluoromethyl; Rg is methyl or trifluoromethyl; R4r cut or isobutyl, as filler substance or combination of substances selected from groups including phenol, monochlorobenzene, methylcellulose, silica gel, amorphous silicon diode, methylviolet, sodium bicarbonate, as a surfactant — a substance or combination of substances selected from the group consisting of aromatic organic phosphate free acid or aliphatic hydrophobic base, polyoxyethylene (polyoxypropylene) block copolymer with butanol, sodium nosulfate or calcium league n-mers, sodium sodium oleyl taurate, sodium dioxyl sulfosuccinate; the content of the ingredients of the composition, wt "%: Active substance 10-80 Filling 16-88 Surface-ac active substance 2-6,6 Table 1 .J. Diethyl-2,6-bis (trifluoromethyl) -1, 4 dihydro 4-propyl-3, dindicarboxlate Diet (trifluoromethyl) 1,4 dihydro "-4 (2) uryl) 3,5 1pi reedicarboxylate Diet (trifluoromethyl) 1, 4 dihydro 4 ethyl ™ 3,5 pyridine dicarboxylate Diethyl -2 (difluoromethyl) 6 chtri fluoromethyl) ropil-3, hydro-3, 5 pyridinedicarbonate Dimethyl 2- (difluoromethyl) -6- (three fluoromethyl) 4-isobutyl 3,4 dihyd po ™ 3,5 pyridinedicarboxylate Dimethyl 2, (trifluoromethyl) -4-isobutyl 1, 2 dihydro 3, reedicarboxylate Dimethyl-2 (trifluoromethyl) 6 (IU Teal) 4 isobutyl 1,4 dihydro 3,5 pyridinedicarboxylate Diethyl 2 (difluoromethyl) 6- (methyl) 4 isobutyl 1,4 dihydro 3,5 pyrig di-dicarboxylate 1,4427 1,4720 1,4441 1,4436 1,4478 1,4584 M.p. 68-69 ° T „kip. 140-150 ° / 0.1 table 2 1577682 tax release 2