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Technique for synthesizing adenosin by chemical method

A technology of chemical method and adenosine, which is applied in the technical field of adenosine synthesis by chemical method, can solve the problems of large pyridine usage, long process route, and low yield, so as to reduce equipment investment and material loss, shorten process flow, and improve The effect on product yield

Active Publication Date: 2012-09-19
SHANDONG KAISHENG NEW MATERIALS
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  • Abstract
  • Description
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  • Application Information

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Benefits of technology

This technology uses small amounts (less than 1 mole) of special chemicals called nitroxylanilines or other substances with specific structures like pyrimidine rings attached at one end for example). These materials can be made into different products without separating any intermediate states during production. By doing this, it simplifies the manufacturing processes while increasing yields per unit time compared to traditional methods involving complicated steps.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding ways to reduce costs while producing desired products from chemically synthetic processes involving different starting substances like hypoxyguaiazone acid ester, trisodiumsulfonate, etc., without requiring expensive purification steps that require complicated apparatuses.

Method used

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  • Technique for synthesizing adenosin by chemical method

Examples

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Embodiment 1

[0020] (1) Preparation of triacetyl inosine:

[0021] Install a thermometer and a condenser on a 1000ml four-necked reaction bottle, put in 200g inosine, 300ml acetic anhydride, and 2g anhydrous sodium acetate, heat up to reflux, react for 1.5 hours, recover excess acetic anhydride and the acetic acid produced, and use 200ml of cold water was washed until neutral, and vacuum-dried to obtain 286g of white crystals of triacetyl inosine, with a yield of 97.27%.

[0022] (2) Preparation of adenosine:

[0023] In a 1000ml autoclave, accurately add 50g of triacetyl inosine obtained in (1), add 500ml of anhydrous methanol, 0.4g of AlCl 3 1. 2ml of anhydrous pyridine, stirred and cooled to 0±2°C, passed ammonia to saturation, sealed, heated to 65±2°C, and reacted for 5 hours. After the reaction was completed, excess methanol and ammonia were recovered to obtain a crude product, which was purified to obtain 25.23 g of white crystals of adenosine, HPLC 99.78%, and a yield of 72.44% (c...

Embodiment 2

[0025] In a 1000ml autoclave, accurately add 50g of triacetyl inosine obtained in Example 1 (1), add 500ml of anhydrous methanol, 3g of ZnCl 2 , 5ml of anhydrous pyrrole, stirred and cooled to 0±2°C, passed ammonia to saturation, sealed, heated to 78±2°C, and reacted for 5 hours. After the reaction was completed, excessive methanol and ammonia were recovered to obtain the crude product, which was purified to obtain adenocarcinamide Glycoside white crystals 25.56g, HPLC 99.62%, yield 73.38% (calculated as inosine).

Embodiment 3

[0027] In a 1000ml autoclave, accurately add 50g of triacetyl inosine obtained in Example 1 (1), add 500ml of anhydrous methanol, 2g of anhydrous SnCl 4 , 3ml of anhydrous pyridine, stirring to cool down to 0±2°C, pass ammonia to saturation, seal, heat up to 70±2°C, react for 4 hours, after the reaction is complete, recover excess methanol and ammonia to obtain the crude product, which is refined to obtain adenocarcinamide Glycoside white crystals 25.78g, HPLC 99.62%, yield 74.01% (calculated as inosine).

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Abstract

The invention relates to a technique for synthesizing adenosin by a chemical method, belonging to the field of synthesis in chemical industry. The technique is characterized by comprising the following steps: carrying out acetylation reaction on the initial raw material inosine to generate 2',3',5'-triacetylinosine; in the presence of dual catalysts, generating a transition-state salt in a saturated ammonia-methanol solution; and carrying out ammonolysis to generate the adenosin, wherein the content is higher than 99%, and the yield is higher than 72%. The invention only uses catalytic amounts of pyridine and other nitrogenous heteroaromatic compounds and catalytic amounts of Lewis acid, and the generated transition state salt is directly subjected to ammonolysis without separation to generate the adenosin, thereby achieving the goals of shortening the technological process, reducing the equipment investment and material loss, enhancing the product yield and the like.

Description

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Claims

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Application Information

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Owner SHANDONG KAISHENG NEW MATERIALS
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