SU1517750A3 - Weed control method - Google Patents

Abstract

The invention relates to herbicidally active sulfamoyl urea derivatives, including herbicidal formulations and uses thereof to control the growth of noxious plants, i.e., weeds.

Description

(L

with:

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

The aim of the invention is to enhance the herbicidal effect of the method based on the use of sufonylurea derivatives.

Example 1. Preparation of - (1, 1-dsh-1etoxyethyl) phenylsulfamo (4-meth. P-6-methoxy-1, 3,5-triazine-2-yl) urea (compound I),

To 50 ml of methylene chloride, cooled to 0-5 ° C, 1.38 g of 4-methyl-6-methoxy-2-amino-1,3,5-triazine and 1.60 g of the isocyanate, chlorosulfonyl, are added. the mixture is stirred at ice for 3 hours and a solution of methylene chloride containing

1.10 g of triethylamine and 1.70 g of 2- (1, 1-dimethoxyethyl) aniline. After that, the temperature of the mixture is raised to room temperature, and then washed with three portions of ice water and dried over sodium sulfate. After removing the solvent, the resulting residue is dissolved in 80 ml of diethyl ether, the insoluble part is removed, the ether is triturated and the remaining product, fixed in pentamine, is isolated by filtration. After drying under vacuum, 1.3 g of a hard crystalline product are obtained, the structure of which is confirmed by analysis: H NMR (d, CDCl,); 1.75 (singlet, SN); 2.55 (singlet, SN); 4.05 (singlet, 3N) 3.8-4.2 (pulselet, 4H, 4H); 6.8-7.7 (multi-plet, 4H), 8.3 (broad singlet, 1I)

ate

-j

m

SP

about

O4

9.7 (broad singlet, 1H); 2, (broad singlet, 1H),

Example 2. Preparation of - (2-methyl-1,3-dinoxolan-2-yl) phenylsulfamoyl-3- (A-methyl-6-methoxy--1, 3,5-triazin-2-yl) urea1L1 ( TT connection). Substance was prepared under the conditions of Example 1 and identified by NMR analyte:

H 5IMP (d, CDC1,): 1.6 (singlet, GN); 2.55 (singlet, SN); 3.25 (singlet, 6H) -4.0 (singlet, GN); 6.9 - 9.7 (multiplet, 4H); 8.4 (broad singlet, 1H); 9.7 (broad, singlet, 1H); 12.2 (broad singlet, 1 H).

Example 3. Determination of herbicidal action.

The pre-emergence treatment of the test plants was carried out by planting the seeds in special vessels and processing the soil until germination. Post-seed treatment is carried out by applying the active substances to the test plants, achieving a certain stage of development. The active substances are used in the form of solutions in non-phytotoxic; solvent x. Estimated

ABOUT

II

/ OV-NH-SO;, NHCNH- R

where R is 1,1-dimethoxyethyl or 2-methyl--1,3-dioxolan-2-yl, in the amount of 0.55-1.1 kg / ha.

five

0

five

The herbicidal action was carried out on days 21-22 after treatment on a scale of 0-10 (0 — no damage, 10 — full of plant death). For comparison, a known herbicide-active compound from the group of sulfonylurea derivatives - (formyl-phenylsulfamoyl-3- (A-methyl-6-methoxy-1,3,5-tryiazin-2-yl) mo-chevine (compound A). The results of the experiments are presented in table 1.

The data presented indicate that even at a dose of 2.24 kg / ha, the known substance is significantly inferior to the compounds according to the proposed method.

Claims (1)

Invention Formula A method of controlling weeds by treating them or the soil on which they grow, is derived from sulfonylureas, characterized in that, in order to enhance the herbicidal effect, a compound of the general formula is used as a derivative of sulfonylureas. / SNZ h.0 OSSN / . Priority featured: 12.12.84 when R is 2-methyl-1,3 diQK-salan-2-yl, 04.02.85 when R -J, 1-dimethoxyethyl. Editor I. Shulla Compiled by R. Streltsov Tehred A. Kravchuk Proofreader T. Paliy Order 6404/58 Circulation 421 VNIIPI State Committee for Inventions and Discoveries at the State Committee on Science and Technology of the USSR 113035, Moscow, Zh-35, Raushsk nab. 4/5 Subscription