SU1264830A3 - Fungicide agent - Google Patents

Abstract

1,2,4 -Triazol-1-yl- propionitriles of the general formula <IMAGE> in which R represents an aryl radical optionally substituted by one or more of the same or different substituents selected from halogen atoms and (C1-C4) - alkyl, (C1-C4)alkoxy, (C1-C4)alkylthio, trifluoromethyl and nitro groups and R1 represents a (C1-C10)alkyl, (C3-C8)alkenyl, or (C3-C8)alkynyl radical, or a phenylalkyl radical optionally substituted by one or more of the same of different substituents selected from halogen atoms and (C1-C4)alkyl, (C1-C4)alkoxy (C1-C4)alkylthio, trifluoromethyl and nitro groups, acid addition salts thereof with inorganic and organic acids, a process for the preparation of these compounds, and biocidal agents containing them are provided. The agents have a herbicidal, fungicidal, plant growth-regulatory action and also a bactericidal action.

Description

one

The invention relates to chemical plant protection agents, specifically to a fugiocidal agent in the form of a wettable powder based on a 1,2,4-triazole derivative, carrier and surfactant.

The aim of the invention is to increase the effectiveness of the agent.

S

The proposed fungicidal agent is obtained by simply mixing the components of the 1,2,4-triazole derivative of formula 1

 -Ь R2-9.CH2-rf 1

WK

CN

where R is ethyl, n-propyl, isopropyl,

n-butyl or n-hexyl; Rj, is phenyl or 2-methylphenp; or its hydronitrate, kaolin, silicic acid, sodium salt of N methyl-N-oleyl taurine and calcium ligninsulfonate at the following ratio of ingredients, wt.%:

1264830.1

Connection I 20,00 Kaolin65,00

Silicic acid 10, 00 5 Sodium salt-N-methyl-N-oleyl taurine 0, 83 Calcium ligninsulfonate 5 4.17 10 Compound I is obtained by reacting 1,2,4-triazole or its compound with an alkali metal with propionitrile of the formula 1I

ORi

Я2-С-СН,

CN

where K and R are the indicated values;

V is halogen, preferably chlorine, bromine or iodine.

The reaction is carried out in the presence of a solvent at 100-200 ° C and at atmospheric or excessive pressure and, if necessary, with a base.

The table shows the compounds obtained according to formula 1.

2-WJO-Propoxy-2-phenyl-3- (1,2,4-triazol-1-yl) -propionitrile hydronitrate

2-iso-Propoxy-2-fennl-3- (1,2,4-mp. 176-177 ° C-triazol-1-yl) -propionitrile

2-Butoxy-2- (2-metsh1phenyl) -3- (1,2,4-triazol-1 -yl) -propionitrile

2-Butoxy-2- (2-methylphenyl) -3- (1,2,4, -triazol-1-yl) -propionitrile hydronitrate

2-Hexyloxy-2- (2-metsh1fensh1) -3- (1,2,4-triazol-1-yl) -propionitrile

2-Phenyl-2-propoxy-3- (1,2,4-triazol-1-yl) -propionitrile hydronitrate

M.p. 185-189 ° C (decomposition)

M.p. 58 - 62С

M.p. 158-

, -5121

M.p. 178-79 ° C

2-Butoxy-2-phenyl-3- (1,2,4. -Triazol-1-yl) -propionitrile

2-Phenyl-2-propoxy-3- (1,2, A-triazol-1-yl) -propionitrile

2-Ethoxy-2-phenyl-3- (1,2,4-triazol-1-u11) -propionitrile

In the following examples, along with the proposed agents, 15 known fungicidal agent based on 1- (4-chlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1 -yl) -2-butanone (compound AJ.

Example 1. Activity in the vapor phase against Helminthosporium teres in barley plants in a greenhouse.

To determine the activity in the vapor phase, a pot with about 20 to 25 barley seeds at the stage of development of two leaves was placed between two other pots of barley plants that were treated with a solution containing 0.1% of the active ingredient ZO that before the occurrence of drops. Activity of action,% 10Q reticulated stains of the treated 6 reticulated stains of untreated Compound, No. 1 2 4 9 11 Activity of the action,% 100 100 39 100 85 Ex. Phoma Betal The seeds of sugar beet infected with Phoma betal were treated with the proposed compositions at the rate of 250 g of the active ingredient per 100 g of seed. From the treated and untreated inoculum, 1 to 25 grains of dp were sown in each pot with 4 repetitions followed by action,% 100 - 02P§ OY2y, and 2 x 00 defeated untreated

Connection, 1 2 4 5 6 10 11

Activity

action% 100 97 97 100 83 92 99

M.p. 67 - 68 ° C T.pl., 107- 08 ° C. 75 - 75С

Above each pot for each test row was sprayed with a conidia suspension of the pathogen of the disease with reticular spotting of Helminthosporium teres. This suspension was prepared in an aqueous solution containing 0.05% oleatanate and 0.02% gelatin at a concentration of HOOOO spores of 1 mm. After the spores were applied by spraying, 3 pots for each test row were put into polyether linen bags for 3 days, holding them in greenhouse conditions at 20 ° C. The bags were then opened by cutting at the level of the leaf tips. After 8 days, the number of mesh stains for each pot was counted. The fungicidal action was calculated by the formula:

12 -A (known) 96 57 change X 100 change (known) by holding in the climate chamber. After the emergence of the seedlings, the plants were exposed to artificial light with 12-hour periods. Until the end of the 7 week test period, the diseased plants were counted weekly and removed. In untreated control plants, the total proportion of diseased plants was 76.1% of the number of germinated plants. The protective effect obtained during processing was calculated using the formula: S

Thus, the proposed fungicity at low concentrations of these agents has a high eff.

1264830

Claims (1)

FUNGICIDE MEANS in the form of a wettable powder containing the active ingredient - derivative 1, 2,4, gtriazol, carrier '- kaolin, silicic acid and surfactant - sodium oleate, arylsulfonate, distinguished by the fact that, in order to increase the effectiveness of the agent, it contains in as a derivative of 1,2,4-triazole compound of the general formula ? ^Βι -? - ^sn ^ and camping where is ethyl, n-propyl, isopropyl, n-butyl or n-hexyl; - phenyl or 2-methylphenyl, or its hydronitrate, as sodium oleate - sodium salt of N-methyl-N-oleyl taurine, as arylsulfonate - calcium ligninsulfonate in the following ratio of components, wt.% Said active ingredient Kaolin Silicic acid Sodium salt of--methyl-S-oleyl taurine Calcium ligninsulfonate 20.00 65.00 10.00 PZ 0.83 4.17 one 1264830