Synthesis method of cyromazine active compound with high yield

Abstract

The invention relates to a synthesis method of a cyromazine active compound with high yield, cyanuric chloride, cyclopropylamine and ammonia gas are used as raw materials, single toluene is used as a solvent to synthesize the cyromazine active compound, the purity is more than 98%, and the yield is as high as 93%. The method has the characteristics of simplicity in operation, high solvent utilization rate, high product yield, less environmental pollution and the like. The labor load of workers is reduced, the production cost is reduced, and the environmental pollution is reduced.

Description

technical field [0001] The invention relates to a method for synthesizing a high-yield cyromazine technical field, and belongs to the technical field of cyromazine technical field. Background technique [0002] Cyromazine (Cyromazine1) is a triazine compound, which has the effect of regulating the growth of insects. It is a new type of high-efficiency, low-toxicity, nitrogen-containing heterocyclic insecticide. It has excellent characteristics such as safe use and no pollution to the environment. It has special physiological activities for the control of Diptera insect larvae and pupae. It can induce morphological distortions and make adults incomplete eclosion or inhibited, so as to control Diptera pests. The purpose of excessive reproduction and reducing the number of pests is non-toxic to mammals, aquatic fish and bees. It is currently the best ecological pesticide for the prevention and treatment of dipteran insect pests and diseases. It is recommended for the agricultur...

AI Technical Summary

Problems solved by technology

[0004] The synthetic method of cyromazine at present, the synthetic route of cyromazine of foreign Ciba-Geiji Company is shown in formula 1, and domestic is with easy-to-obtain cyanuric chloride as Raw materials, try to synthesize cyromazine through 2 routes: ① cyanuric chloride and ammonia water are stirred and reacted at room temperature, and the diamino substitute 3(6-chloro-2,4-diamino-1,3,5- three), then react with cyclopropylamine at 110°C to obtain cyromazine (see formula 2), the method route is simple and easy to operate, but the last step will add excessive cyclopropylamine with high price, which needs to be reclaimed during post-processing. Added difficulty to the process Two-step reaction total yield 69.7%

②The intermediate 4 (6-chloro-2-cyclopropylamino-4-amino, 3,5-triazine) was obtained by reacting cyanuric chloride with a spoonful of low-temperature cyclopropylamine and normal temperature ammonia, and then pressurized ammonia Obtain the target object (see formula 3), the first step of the method must use acetone, dichloromethane, benzene, and other organic solvents that can dissolve cyanuric chloride, and use potassium hydroxide as an acid-binding agent, and the cost increases. However, the consumption of cyclopropylamine is saved, and an excess amount of liquid ammonia can be added as an alkali in the second step reaction, and the aftertreatment is simple. From the perspective of comprehensive benefits, it is a relatively suitable synthetic route, and the total yield of the two-step reaction is 72.1%.

The synthesis of cyromazine in China generally adopts the second route at present, but the mixed solution of chlorobenzene and dioxane and ether is used as solvent, which is expensive, highly toxic, highly volatile, complex process, and the yield is still low. high

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