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Synthesis method for carisoprodol

A synthetic method and the technology of carisoprodol, applied in the field of compound preparation, can solve problems such as difficult control, harsh reaction conditions, and expensive raw material cyanate, and achieve easy separation, stable route yield, and mild reaction conditions Effect

Inactive Publication Date: 2012-07-04
YIYUAN XINQUAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] However, this route only changes the process of synthesizing the key intermediate of carisoprodol, and does not involve the synthesis process of carisoprodol. There are still some problems in the synthesis of carisoprodol: the use of cyanate, anhydrous hydrogen chloride gas and In the process of preparing carisoprodol by 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate reaction, there are harsh reaction conditions, difficult to control, and the raw material cyanic acid of the reaction The price of salt is expensive, there is a big problem

Method used

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  • Synthesis method for carisoprodol
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  • Synthesis method for carisoprodol

Examples

Experimental program
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Effect test

Embodiment 1

[0037] The ratio of 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate: urea: activated ZnO is 1:3:0.1, the solvent is toluene, and the amount of solvent is 2-methyl -20 times the amount of 2-propyl-3-hydroxypropyl-N-isopropyl carbamate.

[0038] Dissolve 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate in toluene, add urea and activate ZnO, the reaction temperature is 110°C, react until no ammonia is released, Cool down and centrifuge the solid, and save it for the next experiment, add water and NaHCO to the organic phase 3 solution, washed until neutral, removed the water phase, and cooled the organic phase until crystals precipitated to obtain a white or off-white powder with a yield of 82% and a melting point of 92-94°C.

Embodiment 2

[0040] The mass ratio of 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate: urea: activated ZnO is 1:2.5:0.1, the solvent is toluene, the reaction temperature is 110°C, the solvent The amount is 20 times that of 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate.

[0041] Other operations are as in Example 1, and the product yield is 81.5%.

Embodiment 3

[0043] The ratio of 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate: urea: activated ZnO is 1:2.0:0.1, the solvent is toluene, the reaction temperature is 110°C, the solvent The amount is 20 times that of 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate.

[0044]Other operations are as in Example 1, and the product yield is 80%.

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Abstract

The present invention relates to a preparation method for a compound, and specifically to a synthesis method for carisoprodol. The method is characterized in that the synthesized 5-methyl-5-propyl-1,3-dioxane-2-one is adopted as a raw material; the 5-methyl-5-propyl-1,3-dioxane-2-one and isopropamide are subjected to an aminolysis reaction to generate 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate; the 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate and urea are subjected to a condensation reaction under a catalysis effect of a metal oxide to synthesize the carisoprodol. The method of the present invention has the following advantages that: a new method for synthesis of the carisoprodol from the 2-methyl-2-propyl-3-hydroxypropyl-N-isopropyl carbamate is provided; the cheap and easily-obtained urea is adopted as the raw material by the method; the yield is stable, and the reaction conditions are mild; the raw material cost is reduced in the synthesis process, and the generated ammonia is easily separated so as to simplify the production process.

Description

technical field [0001] The invention relates to a preparation method of a compound, in particular to a synthesis method of carisoprodol. Background technique [0002] Carisoprodol is a derivative of meprobamate, which is a typical representative of carbamate psychotropic drugs. It is mainly used for the treatment of acute muscle spasm and skeletal muscle pain. It has good curative effect on local muscle spasm and some neurological diseases. Non-addictive, with little toxic and side effects, it has been widely used in clinical medicine and has been well received by doctors and patients. [0003] This drug has been included in the pharmacopoeia of many countries and has a very large demand for use. [0004] At present, there are three processes for the synthesis of 5-methyl-5-propyl-1,3-dioxane-2-one, an important intermediate of carisoprodol: [0005] (1) Phosgene route [0006] It is the reaction of 2-methyl-2-propyl-1,3-propanediol with phosgene, and the resulting produc...

Claims

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Application Information

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IPC IPC(8): C07C271/12C07C269/00
Inventor 刘静
Owner YIYUAN XINQUAN CHEM
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