Method for preparing 1-chlorine-1'-chloracetyl cyclopropane with trichloroisocyanuric acid as chlorination agent

Abstract

The invention discloses a method for preparing 1-chlorine-1'-chloracetyl cyclopropane with trichloroisocyanuric acid as a chlorination agent and belongs to the technical field of pesticide intermediates. According to the method, 1-chlorine-1'-acetyl cyclopropane is utilized as a raw material, inorganic salt is utilized as a catalyst in an organic solvent or an inorganic solvent, the trichloroisocyanuric acid is utilized as the chlorination agent to perform chlorination reaction to prepare the1-chlorine-1'-chloracetyl cyclopropane. The method disclosed by the invention utilizes the safe and cheap trichloroisocanuric acid as the chlorination agent, so that pollutant emission in a general chlorination process is reduced, the 1-chlorine-1'-acetyl cyclopropane can react under more moderate condition, reaction selectivity is high, after treatment is simple, and industrial production prospect is achieved.

Description

technical field [0001] The invention relates to the technical field of pesticide intermediates, in particular to a method for preparing 1-chloro-1'-chloroacetyl cyclopropane by using trichloroisocyanuric acid as a chlorination agent. Background technique [0002] 1-Chloro-1'-chloroacetyl cyclopropane is the key intermediate of the broad-spectrum triazole fungicide prothioconazole. In the prior art, sulfuryl chloride is usually used as the chlorination agent to obtain the product through chlorination reaction, as shown in the patent The U.S. Patent No. US 4913727 A and the Chinese Invention Patent No. CN 104292089 A both disclose a preparation method of 1-chloro-1'-chloroacetyl cyclopropane, both of which use sulfuryl chloride as the chlorination reagent , to chlorinate the alpha hydrogen atom of 1-chloro-1'-acetylcyclopropane carbonyl to prepare 1-chloro-1'-chloroacetylcyclopropane. The problem with this reaction is that the reaction is very violent and the reaction system i...

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Problems solved by technology

[0002] 1-Chloro-1'-chloroacetyl cyclopropane is the key intermediate of the broad-spectrum triazole fungicide prothioconazole. In the prior art, sulfuryl chloride is usually used as the chlorination agent to obtain the product through chlorination reaction, as shown in the patent The U.S. Patent No. US 4913727 A and the Chinese Invention Patent No. CN 104292089 A both disclose a preparation method of 1-chloro-1'-chloroacetyl cyclopropane, both of which use sulfuryl chloride as the chlorination reagent , to chlorinate the alpha hydrogen atom of 1-chloro-1'-acetylcyclopropane carbonyl to prepare 1-chloro-1'-chloroacetylcyclopropane. The problem with this reaction is that the reaction is very violent and the reaction system is prone to local occurrence Overheating leads to poor reaction selectivity and unsatisfactory yield, and the reaction generates a large amount of sulfur dioxide and hydrogen chloride gas, which greatly increases the burden of three wastes treatment

[0003] In addition, there are prior art attempts to prepare 1-chloro-1'-chloroacetylcyclopropane with chlorine gas as a chlorination agent, such as the Chinese invention patent of CN 105384617 A which discloses a preparation of 1- The method of chlorine-1'-chloroacetyl cyclopropane uses chlorine gas as the chlorination reagent. Although the reaction selectivity is improved, the use of highly toxic chlorine gas as the chlorination reagent makes the reaction dangerous and requires high equipment requirements. , increasing safety maintenance costs and equipment operating costs

[0004] Conventional chlorinated reagents all have large toxicity, high corrosiveness, inconvenient operation, etc., which need to be improved. Therefore, the existing method for preparing 1-chloro-1'-chloroacetylcyclopropane also has insufficient safety in operation and poor reaction selectivity. Disadvantages such as lower and more pollutant emissions

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