RU2742741C1 - Method for increasing soya crop capacity - Google Patents

Abstract

FIELD: agriculture.

SUBSTANCE: invention relates to the agriculture. To increase soya yield, vegetating plants are treated with N-(2,5-dimethoxy-4-chlorophenyl)amide 3-amino-4,6-dimethylthieno[2,3-b]pyridyl-2-carboxylic acid of formula I

in dose of 30 g/ha in phase of 6–7 leaves and in a phase of budding.

EFFECT: invention enables to achieve the specified purpose.

1 cl, 1 tbl, 2 ex

Description

The invention relates to agriculture and can be used for growing soybeans.

Soybeans are today one of the most important food crops in the world, to which much attention is paid. The chemical composition of soybeans is represented by a high content of proteins, lipids, vitamins and minerals, which is widely in demand in modern conditions. This crop has a fairly high productivity, a wide distribution area and is characterized by high production efficiency. That is why soybeans, in terms of production volumes, are the leading legumes and oilseeds in the world, and occupy the leading positions in the world export of agricultural products. In addition, soybeans enrich the soil with nitrogen, improve its structure, which reduces the cost of using mineral nitrogen fertilizers [VM Lukomets, AV Kochegura, VF Baranov, VL Makhonin. Soybeans in Russia are a reality and an opportunity. Krasnodar. 2013.100 S.].

It is obvious that the search for ways to increase the yield of soybeans, as well as the quality of grain, is relevant. To increase the yield in modern agriculture, intensive technologies are used, involving the use of plant growth regulators - physiologically active substances of biogenic origin or synthesized artificially, which in small doses have a positive effect on the life processes of plants. The creation and use of growth regulators that reduce the pesticide pressure on plants and the environment is very important. The search for new active substances for plant growth regulators is carried out in various classes of chemical compounds [Kirsanova EV, Gvaldova VV, Zorkin EV. Application of growth regulators as a factor in increasing the yield of soybeans. Agribusiness and ecology. 2015. No. 2. S. 42-44].

The objective of the invention is to expand the arsenal of soybean growth regulators.

The technical result of the invention is to increase the yield of soybeans.

This result is achieved by the fact that the method of increasing the yield of soybeans provides for the treatment of vegetative plants with N- (2,5-dimethoxy-4-chlorophenyl) amide of 3-amino-4,6-dimethylthieno [2,3-6] pyridyl-2-carboxylic acid Formula I

at a dose of 30 g / ha in the phase of 6-7 leaves and 30 g / ha in the budding phase.

The closest analogue in structure and properties (prototype) is 3-amino-4,6-dimethylthieno [2,3-b] pyridyl-2-carboxylic acid N- (2-iodophenyl) amide of formula II (RF Patent No. 2629229 from 28.08.2017 Method of increasing the yield of soybeans Dmitrieva I.G., Dyadyuchenko L.V., Tkach L.N.]:

The synthesis of the active substance was carried out by the authors by a two-step method (Scheme 1) - the interaction of 3-cyano-4,6-dimethyl-1 (H) pyridine-2-thione II with an equimolar amount of KOH and N- (2,5-dimethoxy-4-chlorophenyl ) chloroacetic acid amide at a temperature of 20-25 ° C with subsequent cyclization, without isolating intermediate product III (Dmitrieva I.G. Diss. for the degree of Candidate of Chemical Sciences. Kuban State Agrarian University. Krasnodar. 2007):

In this case, the starting 3-cyano-4,6-dimethyl-1 (H) pyridine-2-thione III was obtained by the interaction of 4,6-dimethyl-2-chloronicotinonitrile with thiourea according to the well-known method (Arm.chem. J. - 1994. - T. 47 - No. 1-3. - P. 143-146), scheme 2:

Prototype II was synthesized in a similar way.

Growth-regulating activity was determined according to the standard method (Guidelines for registration tests of plant growth regulators, defoliants and desiccants in agriculture. Ministry of Agriculture of the Russian Federation, Moscow - 2016 - pp. 34-41).

The invention is illustrated by the following examples.

Example 1. Synthesis of 3-amino-4,6-dimethylthieno [2,3-b] pyridyl-2-carboxylic acid N- (2,5-dimethoxy-4-chlorophenyl) amide (compound I).

To a suspension of 1.2 g (7.3 mmol) of 3-cyano-4,6-dimethyl-1 (H) -pyridinethione-2 in 15 ml of purified DMF with stirring at room temperature, add a solution of 0.41 g (7.3 mmol) KOH dissolved in a minimum amount of water, stirred until the precipitate is completely dissolved, and a solution of 2.2 g (7.3 mmol) of N- (2,5-dimethoxy-4-chlorophenyl) amide of chloroacetic acid in 15 ml of DMF is added. Stirring is continued at the same temperature for 1 h, then a solution of 0.41 g (7.3 mmol) of KOH in min of water is added to the reaction mixture and the mixture is stirred for another 60 min. The reaction mixture is diluted with 70 ml of water, the formed precipitate is filtered off, washed with water and dried. After recrystallization from ethyl acetate, 1.46 g (61%) of the target product are obtained in the form of a light powder with T _pl . 181-183 ° C.

Found,%: C 55.41; H 4.72; N 10.49. C ₁₈ H ₁₈ CIN ₃ O ₃ S;

Calculated,%: C 55.17; H 4.63; N 10.72.

¹ H NMR spectrum, ppm (group): 2.50 (3H, s, 6-CH ₃ Py); 2.70 (3H, s, 4-CH ₃ Ru); 3.92 (6H, s, 2-OCH ₃ ); 3.98 (6H, s, 5-OCH ₃ ); 6.80 (2H, br s, NH ₂ ); 6.89 - 6.92 (2H, m, Ar-H); 7.68 (1H, s, 5-H Ru); 8.25 (1H, br s, NH).

Example 2. Synthesis of 3-amino-4,6-dimethylthieno [2,3-b] pyridyl-2-carboxylic acid N- (2-iodophenyl) amide (compound II).

To a suspension of 0.72 g (4.4 mmol) of 3-cyano-4,6-dimethyl-1 (H) -pyridinethione-2 in 15 ml of purified DMF with stirring at room temperature, add a solution of 0.25 g (4.4 mmol) of KOH dissolved in a minimum amount of water, stirred until the precipitate is completely dissolved, and a solution of 1.3 g (4.4 mmol) of N- (2-iodophenyl) amide of chloroacetic acid in 10 ml of DMF is added dropwise. Stirring is continued at the same temperature for another 1 h, then a solution of 0.25 g (4.4 mmol) of KOH in min water is added to the reaction mixture, and the mixture is stirred for another 40 min. The reaction mixture is diluted with 50 ml of water, the formed precipitate is filtered off, washed with water and dried. After recrystallization from DMF, 1.2 g (67%) of the target product are obtained in the form of a white fine crystalline powder with T _pl. 242-244 ° C.

Found,%: C 45.66; H 3.51; N 9.80. C ₁₆ H ₁₄ IN ₃ OS;

Calculated,%: C 45.40; H 3.34; N 9.93.

¹ H NMR spectrum, ppm (group): 2.52 (3H, s, 6-CH ₃ Ru); 2.75 (3H, s, 4-CH ₃ Ru); 6.88 (2H, br s, NH ₂ ); 7.09 (1H, s, 5-H Py); 7.30-7.91 (4H, m, Ar-H); 8.99 (1H, br s, NH).

The assessment of the growth-regulating activity of the synthesized compound on soybean plants of the Bara variety was carried out in the experimental field of the All-Russian Scientific Research Institute of Plant Protection

Soybean plants were treated with an aqueous solution of the claimed compound I twice: in the phase of 6-7 leaves (dose 30 g / ha) and in the budding phase (dose 30 g / ha). The treatment of the culture with the prototype (compound II) was carried out in the same phases (dose 30 g / ha). The working fluid consumption rate is 300 l / ha.

Spraying was carried out using an OEMP-16 sprayer. The area of the experimental plot is 5 m ² , the replication is 4 times, the placement of the plots is consistent. Harvesting was carried out during the period of full ripening of the beans using a small-sized Hege-125 combine.

Growth-regulating activity was determined by increasing the grain yield from plants treated according to the proposed method and according to the reference method, in comparison with the control (untreated plants).

The data obtained are presented in the table.

Tests carried out on soybean plants made it possible to establish that the inventive compound I, when applied twice at a dose of 30 g / ha, exhibits growth stimulating properties. This compound has a positive effect on the formation of the main elements of the yield structure: the number of beans, the number of seeds and their weight were significantly higher than in the control. The use of a growth regulator (compound I) improves grain quality, increasing the protein content in grain by 1.1%.

Thus, the proposed invention realizes the specified purpose, providing an increase in the yield of soybeans by 5.5 c / ha (20.5%), while the prototype increases the yield by 3.3 c / ha (12.3%).

Claims (3)

The method of increasing the yield of soybeans provides for the treatment of vegetative plants with N- (2,5-dimethoxy-4-chlorophenyl) amide of 3-amino-4,6-dimethylthieno [2,3- b ] pyridyl-2-carboxylic acid of the formula I

at a dose of 30 g / ha in the phase of 6-7 leaves and in the budding phase.