Preparation method of dantrolene

Abstract

The invention provides a preparation method of dantrolene. The method comprises the following steps of preparation of 5-p-nitrophenyl furfural: adding cuprous chloride, an acidic reagent, trimethyl orthoformate, sodium nitrite and furfural with 4-nitroaniline serving as a raw material at a reaction temperature of 30-50 DEG C for 16-20 hours by adopting a one-pot method and generating 5-p-nitrophenyl furfural through the steps of extraction, distillation and the like, and preparation of dantrolene: subjecting 5-p-nitrophenyl furfural and 1-aminohydantoin to a condensation reaction in a reactionsolvent so as to obtain the final product dantrolene. According to the method, cheap 4-nitroaniline is used as a raw material, and the high-yield dantrolene is finally obtained through two reaction steps. The whole reaction is simple and suitable for industrial production, good social benefits and economic benefits can be brought, and the economic value potential is large.

Description

technical field [0001] The invention relates to the technical field of organic compound synthesis and pharmacy, and more specifically, relates to a preparation method of dantrolene. Background technique [0002] Malignant hyperthermia (MH) is a rare genetic disease with a dangerous condition and a high fatality rate. According to anatomical studies, those who are susceptible to malignant hyperthermia have defects in calcium ion channels in skeletal muscle cell membranes. Induced by anesthetics and depolarizing muscle relaxants, the release of calcium ions will increase abnormally, the skeletal muscles will contract abnormally and the body temperature will continue to rise, leading to a high metabolic state, resulting in respiratory and metabolic acidosis. [0003] At present, the effective treatment drug for malignant hyperthermia is dantrolene sodium, which is a muscle relaxant. It was successfully developed by Norwich Company in the United States in 1967. Drug regulatory ...

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Problems solved by technology

[0009] It can be known from the above reaction formula that the existing synthetic method of dantrolene uses concentrated hydrochloric acid as an acidic reagent, which is dangerous, causes great environmental pollution, and has low final yield. For the above defects, the synthetic process needs to be optimized to Increase productivity

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