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Method for synthesizing leonurine

A technology of Leonurine and its synthetic method, which is applied in the field of artificial preparation of natural alkaloids, can solve the problems of not being easy to obtain starting materials and high requirements for reaction conditions, and achieve the effects of easy control, less separation process and high product yield

Inactive Publication Date: 2003-05-07
李晓祥
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Problems solved by technology

The starting materials of the above various preparation methods are not easy to obtain, and the reaction conditions require high

Method used

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specific Embodiment approach 1

[0016] Four, specific embodiment 1. prepare A (4-ethoxycarbonyl-oxygen group-syringic acid) through carbonylation reaction by syringic acid

[0017] In a 1000ml reactor, add 800ml of 1mol / L sodium hydroxide solution, add 66g (0.33mol) of syringic acid under stirring, after dissolving, wait until the temperature of the solution drops below 10°C, add 36.17ml of ethyl chloroformate dropwise g (0.33mol), control the temperature of the reaction solution at 0-10°C, stir and react for 6 hours, after the reaction, adjust the pH value to about 6.0 with hydrochloric acid solution, leave to precipitate white crystals, filter to obtain a white solid, and recrystallize with acetone , the product was dried under reduced pressure to obtain 64g of the white crystalline title product, the yield was 72%, and the melting point was 180-184°C. 1 HNMR: δ H : 1.33CH 3 -(CH 3 CH 2 -),δ H : 3.39 (CH 3 O-), δ H : 4.29-CH 2 -(CH 3 CH 2 -),δ H : 7.38 (Ar-H).

[0018] Chemical reaction formula...

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Abstract

A process for synthesizing the leonurine from syringic acid as initial raw material includes such steps as carbonylation reaction, acylchlorination reaction, esterification reaction, ammonification reaction to obtain leonuriamine, and reacting with methylisothiourea. Its advantages are simple operation, easy control, high output rate, and high purity (99.8%).

Description

1. Technical field [0001] The invention relates to a method for artificially preparing natural alkaloids, specifically a method for synthesizing leonurine. 2. Background technology [0002] Motherwort is the dry aerial part of Leonurns heterophyllus Sweet, a plant of the Lamiaceae family. It is a traditional Chinese medicine species recorded in the Chinese Pharmacopoeia. It is a commonly used traditional Chinese medicine in clinical gynecology. The part that plays its role is alkaloid, and the main alkaloids are motherwortine and stachydrine. The literature shows that motherwort (C14H21O5N3) has an excitatory effect on the uterus and is the main component of motherwort. Its effect is the same as that of motherwort preparations. Leonurine was isolated from Motherwort for the first time in 1930. Studies have shown that Leonurine is a guanidine alcohol ester of syringic acid. Leonurine is almost insoluble in water and mainly exists in the form of hydrochloride in plants. [00...

Claims

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Application Information

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IPC IPC(8): C07C277/08C07C279/08
Inventor 李晓祥徐自奥
Owner 李晓祥
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