RU1786020C - N- @@@-tetramethylmethylene diamine acetous having immunostimulating activity against cotton-plant withering - Google Patents

Abstract

Usage: as a drug with immune-stimulating activity against cotton wilt. SUMMARY OF THE INVENTION: Product N, N-Tetramethylmethyl Ndiamine Acetic Acid, BF C7H18N202, t, decomp. ; J30 ° C. Reagent 1: tetramethylmethylenediamine. Reagent 2: CH3COOH. Reaction conditions: in water, for 3-5 hours at 20 ° C. 2 tab.

Description

The invention relates to new chemical compounds, in particular to M, m-tetramethylmethylene diamine acetic acid of the formula G

(CH fN-CtVWH OOS-CHz

-. -; .- cth;,:; -.

showing immunostimulatory activity against cotton wilt.

In view of the fact that in the last decade the number of diseases of plants, namely cotton, has been increasing, especially the development of cotton wilt at various stages of plant development, which leads to a decrease in yield to 27.5%, or 2.1 million tons per year, development and creation of new reagents capable of successfully fighting the specified

a disease, as well as possessing a complex of other useful properties, is an urgent task. At present, there are no domestic fuigicidal preparations used in the treatment of vegetative plants, namely, at the most dangerous moment of the progression of cotton wilt .. v r -

A close analogue in structure and properties is | r Yety metylen /; Ya1myn shchavelevrkysl y. However, the disadvantages of the drug include low efficiency for controlling cotton wilt “32.40% in 1988. and 40.0% in 1989 (control 41.2% .. and, 3%, respectively), a slight increase in the number of bales, which leads to a high increase in yield (increase from the use of these compounds was 0.4 c / ha in 1988 and 3.7 kg / ha in 1989 in relation to control).

The purpose of the invention is the search for new compounds that contribute to an increase in UROI

Xi

with

ABOUT

YU

Cotton yield and effective in dealing with wilt.

The goal is achieved by the synthesis of N.N-tetramethylmethylenediamine acetic acid of formula I, which exhibits immunostimulating activity against cotton wilt. The compound of formula I was obtained by a known method at the Institute of Chemistry of the Bashkir Scientific Center of the Ural Branch of the USSR Academy of Sciences.

The invention is illustrated by the following examples.

Into a steel reactor V 2 L, 1 mol (102 g) of tetramethylmethylenediamine, 100 ml of НГО are loaded with stirring, and 1 mol (60 g) of acetic acid is added slowly with stirring at 20 ° С. The reaction mass is kept at 20 ° C for 3-5 hours. Then, water is distilled off in vacuum, the resulting mass is a colorless liquid with a decomposition temperature of about 130 ° C.

1 H-NMR spectrum (d, ppm): 2.41 s 6H, N- (CH3) 2.63 s 6H, N - (- CH3) 3.3 (2H, CH2-, 3H, -CH3), 11 (1N.COOH).

Found,%: C 50.9; H 10.9; N, 17.2.

C7HiaN202, M + 162.

Calculated,%: C 51.65; H 11.11; N17.28.

The resulting aqueous solution of M, m-tetramethylmethylenediamine acetic acid, obtained as a result of the reaction, is a clear liquid ready for use (the presence of this preparation in the form of an aqueous solution creates additional convenience in the field, since most known fungicide preparations insoluble in Water and used in the form of emulsions or wettable powders). . . ; . Testing of the subject compound was carried out in. During 1988 and 1989, in laboratory and field conditions at the Central Asian Research Institute of Plant Protection, at the Central Asian Department of the All-Union Agricultural Academy of Agricultural Sciences (Tashkent) according to the following procedure.

a) Separate areas of cotton sowing under field conditions were sprayed with a 0.1% aqueous solution. M, m-tetramethylmethylenediamine acetic acid. On the 40th day of the growing season, the percentage of cotton infestation of the cotton with a wilt was determined by external inspection, then the growth of the plant was measured, and the average number of bolls per plant was counted during fruit production.

b) Separate areas of cotton crops were tested on artificial fork background. Testing of the compound was carried out by spraying growing plants in a phase of 4-5 real leaves, budding and flowering. The consumption rate of the preparation was 3-5 kg / ha, depending on the degree of damage to the cotton plant with wilt.

The results of field tests are presented in table. 1 show that when treating the ground part of the plant with a 0.1% -nm iodine solution of the proposed compound (the drug is called Bisol-3), the appearance of wilt decreases by 7.0-12.0%, which makes it possible to additionally obtain 2, 0-8 c / ha of raw cotton.

The results of the yield increase were obtained stably during 1988 and 1989 (table. 1). The treatment area was 2 ha, which allows us to further recommend this compound for use on an industrial scale.

Data on the increase in cotton yield depending on the processing phase are presented in Table 2.

This compound is low toxic, harmless to bees, fish, silkworms (LDO 2500 mg / kg). The use of the proposed compound only in the conditions of Uzbekistan will make it possible to obtain additional raw chillers up to 1 million tons. In addition, an industrial base for the production of N, N - tetramethylmethylenediamine acetic acid in the USSR is available and will be fully provided with domestic raw materials.

Thus, the proposed compound has a number of advantages over the known one.

The cotton is highly protected against verticillus wilt. A plant treated against an artificially infected background is protected by 7-12%, which makes it possible to increase the preservation of cotton crops in the field up to 75-80%.

Increase in cotton productivity from 2.0 to 8.0 kg / ha.

The presence of technology and raw materials in the USSR, which will allow in a short time to introduce the drug on an industrial scale.

Claims (1)

The claims M, H-Tetramethylmethylenediamine acetic acid of the formula CH 0 (CH3) f N-CH2-NH- OOS-CH-5 showing immunostimulating activity against cotton wilt. Table 1 The results of the tests of the drug Bisol-3 for cotton productivity, conducted on UzSSR territories in 1988 and 1989 Increase in cotton yield depending on the processing phase (1989) table 2