Hydrochloride enol 2 pinacolato-4(5)-methylimidazole-2 with astragalina activity

C07D233/30 - Oxygen or sulfur atoms


(57) Abstract:

Usage: as a drug that has astragalina activity. The inventive connection-hydrochloride enol 2 pinacolato-4(5)-methylimidazole-2, obtained by the interaction of 4-methylimidazolidine-2 with 1-chloro-3,3-Dimethylbutane-2 in the environment of acetone at boiling.

The invention relates to organic chemistry, namely to a new connection, the hydrochloride of the enol 2 pinacolato-4(5)-methylimidazole-2 of the formula I

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Compound I has astragalina activity and can be used to stimulate the growth of the wheat.

The claimed compound and its properties are not described in literature.

Famous hydrochloride 2-(3-fluorenylmethyl)-imidazoline, fungicidal (1). We offer hydrochloride enol 2-pinacolyl-thio-4(5)-methylimidazole-2 is produced by interaction of 4-methylimidazolidine-2 with 1-chloro-3,3-Dimethylbutane-2 in the environment of acetone at boiling for 6 hours the structure of the obtained compound I shows a method of PMR spectroscopy.

As shown by the results of the primary Toxicological test connections 1 LD50for mice is > 2000 mg/kg

P R I m e R 1. Obtain hydrochloride of the enol 2 pinacolato-4(5)-methylimidazole-2.

of 1.16 g (0,01 mol) 4-methylimidazolidine-2 dissolved in 50 ml of acetone, add 1.5 g (to 0.011 mole) of 90% 1-chloro-3,3-Dimethylbutane-2 and boiled with stirring for 6 hours Add 50 ml of sulphuric ether and cooled. The precipitate is filtered off, washed with ethyl ether and dried. The output of 2.23 g (88% of theory), so pl. 69-71aboutC.

Found, % : C 47,891, 47,945; H 7,622, 7,512; N 10,972, 11,155; S 12,574, 12,721; Cl 14,00, Of 14.28.


Calculated, % : C 47,893; H 7,636; N 11,170; S 12,784; Cl 14,137.

PMR (DMSO-dt): Tr4H91,3 M. D. , CH31,45 M. D. , HE 3,45 m D. , (together with H2ABOUT DMSO), HCH24,2 M. D. , HCH2and HCH4,8 M. D. SCH 6,6 M. D. , NH+ 10,7 M. D.

P R I m m e R 2. Testing the connection 1 on a three-day winter wheat seedlings. Seeds of spring wheat Moscow 35 were placed in Petri dishes on filter paper moistened with a solution of tested compound 15 seeds per Cup. 4-Cup option. Seeds were germinated for 3 days in a thermostat at 24aboutC. Then, from each Cup were selected on the roots and sprouts in each Cup. The benchmark is the sodium HUMATE, which is recommended for seed treatment of wheat to increase yield. The results are shown in table. 1.

The investigated compound was shown in this test stimulating activity, which resulted in a significant increase in the length and mass of the terrestrial part of the wheat germ. The activity of compound I exceeded the activity of the standard.

P R I m e R 3. The connection test I attended a two-week plant wheat. Seeds of spring wheat Moscow 35 were sown in containers holding 0,5 l with a mixture of perlite and soil. In option 4 of the vessel. Before sowing, seeds were treated with investigational connection method inlays with CMC. The plants were grown for 2 weeks, then from each vessel were taken 10 well-developed plants were determined by total dry weight of roots and the mass of the terrestrial part of the 10 plants in each vessel. The results are shown in table. 2.

These results confirm data from previous example of the ability of the compounds I to stimulate the growth of wheat in the early stages when the processing method (inlay seeds) that is close to production. In this text the connection I strongly stimulates the growth of the root system.

The activity of compound I value the early growth stages of wheat from seeds processed data connection. Stimulation of growth in the early stages can have great practical value, because at this time the plants are most vulnerable to damaging influences. Stimulation makes them more sustainable and ultimately leads to increased harvest. (56) U.S. Patent N 3190887, CL 07 D 233/30, 1965.

Hydrochloride enol 2 pinacolato - 4(5) - methylimidazole - 2 formula

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with astragalina activity.


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