N-oxide 2-methyleneindoline (ii) chloride, exhibiting the properties of plant growth regulator


(57) Abstract:

Usage: in agriculture. Product: N-oxide-2-methyleneindoline(2)chloride unidentified structure; exit 591,6 g (99%), decomposed, not melting. Reagent 1: N-oxide-2-methylpyridin in ethyl alcohol. Reagent 2: chetyrehpolnye chloride manganese. table 2.

The invention relates to the derivatives of alkylpyridine, in particular to the complex N-oxide-2-methylenedianiline (II) chloride formula

unidentified structure having the properties of a plant growth regulator (productivity of spring wheat and having cytokinin activity).

This property implies the possibility of its use in agriculture and biotechnology.

The proposed connection is not described in literature. Known for a number of analogues with similar chemical structure and biological activity.

1. The base object. Similar in effect for wheat, are permitted. The drug ROUND - 2-chloroethyltrymethylammonium [1,2].

Used for seed treatment to improve grain yield of wheat. Disadvantages: high toxicity (670 mg/kg), large expenses and a lower activity than presenta only 2 g/t of seeds (2000 times less).

2. A similar action (standard I) is the drug cartoon-2, which is recommended for use on wheat [3]. Expenditure norm cartolina-2 250 times higher than for the proposed substance and yield increase below.

3. Similar in structure and action is the drug Ivin-N-oxide 2,6-dimethylpyridine (standard II) [4,3] . For wheat Ivin less active (less yield increase) than the proposed substance.

4. A similar action is kinetin-6-benzylaminopurine (standard III). Kinetin less active and exceeds the proposed substance on the cost and availability [6] . A big disadvantage of cytokines is their very poor solubility in water. The proposed substance, on the contrary, soluble in water.

The aim of the invention is the synthesis of new highly effective and safe for the environment, plant growth regulator, as well as new substances with high cytokinin activity, soluble in water and able in practice to replace the well-known cytokinins.

The objective is achieved by the synthesis of the substance akvo-N-oxide-2-methyleneindoline (II) chloride formula

Cl2H2O the Proposed connection is produced by interaction of the N-ocheskey structure, soluble in water, non-hygroscopic and non-explosive.

The structure of the proposed compound is confirmed by elemental analysis and IR spectra taken on the spectrophotometer'S RECORD-M-80.

The presence of absorption bands in the spectrum of the claimed connection: 1210 cm-1(NO); 1628 cm-1(C=C); 3360 and 3500 cm-1(OH); 1030 and 1070 cm-1(C-N-C), testifies in favor of this structure.

P R I m er 1. The method of obtaining akvo-N-oxide 2-methyleneindoline (II) chloride.

In a three-neck reactor, with a capacity of 2 l, equipped with a stirrer, dropping funnel and reflux condenser, dissolve 218 g (2 mol) of N-oxide of 2-methylpyridine in 200 ml of ethanol and rolled down at 20-25aboutWith the solution 379,68 g (2 mol) chetyrehletnego manganese chloride in 600 ml of ethanol. The reaction mass is heated to boiling, the solvent evaporated, the residue was washed with 60 ml of ether. Output akvo-N-oxide 2-methyleneindoline (II) chloride 591,6 g (99% ), the connection is not melting, decomposing. Found, %: C 28,3; H 3,6; N 5,7; Cl 27,7.


Calculated, %: C 28,49; H To 3.58; N Of 5.53; Cl 28,0.

P R I m m e R 2. Effects of drugs on the productivity of spring wheat.

The experience of the TA - Kurgan scientific research Institute of grain farming.

The soil is leached Chernozem, medium, middle, heavy loam.

The methodology of the experiment. Before sowing, seeds were treated with aqueous solutions of drugs by the method of semi-moist treatment. Solution solution, and in the control of water to 10 liters per 1 ton of seeds. Square plots 50 m2the fourfold repetition.

Description of the experiment and the results are given in table.1. In the control variant used water as the base object taken the drug ROUND, as a standard I Kartalin-2 (similar in action, as a benchmark II - Ivin (similar in structure). Taken the recommended dose.

Installed: proposed substance in all tested doses, increases the number of productive tillers, number of grains per spike and grain yield. The optimal dose of 2 g/t of seeds. With the increase and decrease of a dose effectiveness is reduced. In the optimal dose of the proposed substance on all indicators is superior to the control, the base object and standards. Increase in all indicators reliable.

P R I m e R 3. Cytokinemia activity proposed substances.

The experience of the laboratory.

Under sterile conditions from the core of the stem of tobacco varieties Trebizond-62 cut out the cylinders with a diameter of 5 mm and a height of 2-3 mm Before incubation cylinders were weighed. Then they were placed in test tubes with sterile nutrient medium. In the control variant used only nutrient medium. In the variant with the standard on Wednesday added kinetin - 6-benzylaminopurine [6]. In the variant with the proposed substance in the environment before the beginning of the experience added to the proposed connection.

After adding substances and planting cylinders on a nutrient medium test tubes were placed in a thermostat at 34 days. For experience in a thermostat maintained the temperature of the 24aboutC. Illumination was 5000 HP at the length of day 16 hours after the experience, the cylinder was removed from the tubes and weighed. Largest weight gain were determined cytokinines activity.

The results of the experiment are given in table.2.

In the control variant, in the absence of kinetin weight fabric to the end of the experiment decreased 47.3% . This indicates that without kinetin, not only can not be growth, but also being degraded tissue.

In the presence of kinetin in the medium insulated fabric is not only preserved, but its mass is significantly led the ILO to its significant growth. Compared to kinetin, increase tissue increased 4.9 times.

Has revealed that the substance exhibits a distinct specific cytokinines activity. It is more active than kinetin. It has the best physical and chemical properties soluble in water. It is more accessible (less stages in the synthesis) and more cheaply.

The proposed substance can replace kinetin as a component in various environments and to find application in the practice of agriculture in those cases when it is necessary to strengthen cytokinines activity in different tissues of a plant.

P R I m e R 4. Acute toxicity of the compounds was determined on white mice - males and females weighing 19-21 g, the oral method of administration of aqueous solutions. As a demonstration of the toxicity of the value LD50- sredneseriynoe dose expressed in mg/kg of the animal. The account of the death of animals is carried out 24 h after the injection. The results of the experiments were statistically processed according to the method Litchfield and Wilcoxon signed in the modification of the Company [7]. Has revealed that the compound belongs to the group srednetonnazhnyh drugs - LD50- 950 mg/kg

Technical and economic efficiency of offers plants with greater activity than the standards and analogues;

the proposed connection provides increased productivity of spring wheat on 16-21%;

a new substance has cytokinin activity and exceeds standard-kinetin, it can replace kinetin in the creation of various nutrient media and to find a practical application in agriculture;

the economic effect of the application of the proposed connection will be to increase the productivity of spring wheat 50-125 rubles/ha;

scope of implementation may be more than 5000000 ha;

the economic effect from implementation of the proposed solution can exceed 50 million rubles;

consumption of the drug is 2 g per 1 ton of seeds, 0.5 g per 1 ha, 50 kg on the proposed scope of implementation.


N-Oxide 2-methyleneindoline (II) chloride formula

< / BR>
the resulting interaction of the N-oxide 2-methylpyridine with manganese chloride in a molar ratio of 1 : 1 in the environment of aliphatic alcohol, exhibiting the properties of a plant growth regulator.


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