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A technology of tetraimidazole hydrochloride and step 4 is applied in the field of preparation of tetraimidazole hydrochloride, which can solve the problems of complicated process and low yield, and achieve the effects of simplified operation steps, high purity and few impurities
Inactive Publication Date: 2013-08-14
HEILONGJIANG UNIV
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[0005] The purpose of the present invention is to provide a kind of preparation method of tetramisole hydrochloride in order to
Method used
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specific Embodiment approach 1
[0018] Specific embodiment one: the preparation method of tetramisole hydrochloride of the present embodiment realizes according to the following steps:
[0019] 1. Add styrene oxide and ethanolamine into the reaction flask at a molar ratio of 1: (4.5-5.5), heat to 40-80°C, stir for 2-4 hours, and filter to obtain the addition product;
[0020] 2. Add organic solvent and Lewis acid a to the addition product obtained in step 1, stir evenly, and add two Chlorothionyl chloride, then heated up to 40-60°C, reacted for 2-4 hours, and filtered to obtain the chlorinated product;
[0021] 3. Add deionized water to the chlorination product obtained in step 2, heat to 80-90°C, add NaOH solution dropwise, adjust the pH of the system to 2-2.3, and add concentrated HCl dropwise after reacting for 4-6 hours to adjust When the pH of the system reaches 1.5-3, then add thiourea, heat and reflux for 6-9 hours, and cool to 0°C to precipitate the cyclization product;
[0022] 4. Add the cyclizat...
specific Embodiment approach 2
[0027] Specific embodiment two: the difference between this embodiment and specific embodiment one is that the organic solvent in step two is benzene, toluene, xylene, dichloromethane or dichloroethane chloroform. Other steps and parameters are the same as those in Embodiment 1.
specific Embodiment approach 3
[0028] Specific embodiment three: the difference between this embodiment and specific embodiment one or two is that step two Lewis acid a is iron trichloride, titanium tetrachloride, zinc chloride, magnesium dichloride, lithium chloride or phosphorus trichloride. Other steps and parameters are the same as those in Embodiment 1 or Embodiment 2.
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Abstract
The invention relates to a preparation method of tetramisole hydrochloride, and aims at solving the problems that the conventional preparation method of tetramisole hydrochloride is complex in process and the yield is low. The preparation method comprises the following steps of: firstly, heating and reacting styrene oxide and ethanol amine so as to obtain an addition product; secondly, adding an organic solvent and lewis acid into the addition product, controlling the reaction temperature and adding thionyl chloride so as to obtain a chlorination product; thirdly, adding deionized water into the chlorination product, dropping NaOH solution, subsequently dropping concentrated HCl and thiourea, heating and refluxing, cooling and separating a cyclization product; fourthly, mixing the cyclization product with concentrated HCl and lewis acid, adding NaOH solution so as to adjust the pH of the system, and heating and reacting so as to obtain a tetramisole product; and fifthly, adding deionized water into the tetramisole product, dropping concentrated HCl, and subsequently increasing the temperature and reacting so as to obtain tetramisole hydrochloride. According to the preparation method, tetramisole hydrochloride is synthesized by using a five-step method, the process is simple, the yield of each step can be more than 85%, and the yield is high.
Description
technical field [0001] The invention relates to a preparation method of tetramisole hydrochloride. Background technique [0002] Tetramisole hydrochloride, CAS NO: 5086-74-8, molecular formula: C 11 h 12 N 2 S.HCl, as an important veterinary anthelmintic, has important application value in the pharmaceutical industry. Zheng Bo, Miao Chenggang and others disclosed a kind of preparation method of tetramisole hydrochloride in 1996 "Research on Tetramisole Hydrochloride Synthesis Technology and Post-treatment Technology", and its synthetic route is as follows: [0003] [0004] Above-mentioned route is to be raw material to prepare tetramisole hydrochloride by addition, salification, chlorination, cyclization, rechlorination, recyclization, salification, refining and other operating procedures with ethylene oxide and ethanolamine, but this method In the chlorination step, more by-products (resin) will be produced, the operation will be more difficult, and the yield will b...
Claims
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