WindSonChem Chemicals is a chemical database designed for people who are involved in hazardous material incident response and planning. WindSonChem Chemicals contains a library with thousands of datasheets containing response-related information and recommendations for hazardous materials that are commonly transported, used, or stored in the United States. WindSonChem Chemicals was developed by the National Oceanic and Atmospheric Administration's Office of Response and Restoration in partnership with the Environmental Protection Agency's Office of Emergency Management.
1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole is a member of the class of imidazoles in which the hydrogen at position 1 is replaced by a 2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl group. It is a member of imidazoles, an ether and a dichlorobenzene.
WindSonChem is one of the established pharmaceutical companies in India, which is engaged in the manufacturing of Active Pharmaceutical Ingredients (API) and intermediates. We provide APIs and Intermediates to formulators in the regulated and semi-regulated markets. The manufacturing set-ups of the group are located in and around Mumbai (The business Capital of India). The group has a team of trained and motivated professionals in various fields of Pharmaceutical science and technology.
Abstract
The invention discloses a preparation method of enilconazole, which comprises the following steps: adding 2, 4-dichloro-2' -chloroacetophenone, a reducing agent, an organic base and a catalyst into a reaction container, controlling the temperature at 65-75 ℃ to react for 8-10h, concentrating, adding sodium hydroxide, dimethylacetamide and imidazole, reacting for 4-6 h at 95-105 ℃, cooling, dropwise adding allyl chloride, reacting for 5-7 h at 100-110 ℃, and performing water precipitation and suction filtration to obtain an enilconazole crude product; recrystallizing the crude product with ethanol and drying to obtain a dried product of enilconazole; the reducing agent is formic acid or isopropanol, and the catalyst is RuCl2(pph3)3. Compared with the commonly used sodium borohydride, the method has the advantages of high yield, less impurities and mild reaction, and has the potential for industrial production.
Background
Enconazole (C)14H14Cl2N2O) also known as imazalil, the chemical name of which is 1- [2- (2, 4-dichlorophenyl) -2- (2-allyloxy) ethyl]the-1H-imidazole is a systemic benzimidazole bactericide developed by janssenpharmaceuticala, has control effects on fungal diseases of plants such as fruits, vegetables and the like, and particularly has remarkable effects on common penicilliosis and green mold. Because of the characteristics of high efficiency, broad spectrum and low toxicity, the preservative has been widely applied to the preservation of fruits and vegetables and has wide prospects.
The molecular weight of the enilconazole is 297.2, and the structural formula is as follows:
the currently reported synthetic method of enilconazole generally takes 2, 4-dichloro-2' -chloroacetophenone as a raw material or an intermediate product, reduces carbonyl to hydroxyl by sodium borohydride, and then sequentially uses imidazole and allyl chloride for substitution reaction to finally generate a product. The process has the difficulties of more impurities and lower yield in the reduction step, and the sodium borohydride reduction feeding process needs to be added in batches at low temperature, generates a large amount of waste gas, and has harsh conditions, high operation strength and certain dangerousness. Therefore, the new development significance of the reduction step is significant.
