CN102775406A - Method for preparing 6-aminopurine - Google Patents
Method for preparing 6-aminopurine Download PDFInfo
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- CN102775406A CN102775406A CN2012102551813A CN201210255181A CN102775406A CN 102775406 A CN102775406 A CN 102775406A CN 2012102551813 A CN2012102551813 A CN 2012102551813A CN 201210255181 A CN201210255181 A CN 201210255181A CN 102775406 A CN102775406 A CN 102775406A
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- adenine
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Abstract
The invention discloses a method for preparing 6-aminopurine. The method is characterized by comprising the following steps: feeding 6-amino-7-acetylpurine and alkali according to a molar ratio of 1:(1-3), reacting the mixture at a temperature of 80 DEG C to 100 DEG C for 2 to 6 hours, adding activated carbon, keeping the temperature for 1 to 3 hours, performing de-coloration, filtering the solution after de-coloration, neutralizing the filtered solution by hydrochloric acid with a mass percent being 10% to 50% until the pH reaches 7 to 8, cooling the solution to a temperature of 0 DEG C to 10 DEG C, performing filtering again, drying a filter cake at a temperature of 50 DE GC to 100 DEG C for 5 to 10 hours, and obtaining the 6-aminopurine. The method for preparing 6-aminopurine has the advantages that the technique is simple, reaction conditions are mild, the product purity is high, and the method is suitable for industrial production.
Description
Technical field
The present invention relates to the preparation method of compound, especially relate to a kind of preparation method of adenine.
Background technology
Adenine, Chinese another name: VITAMIN B4; The English another name of English name: Adenine: 6-Aminopurine; Vitamin B4 has the phytokinin effect, and its tablet or injection can be used for graininess leukopenia etc.Also can be applicable to tissue culture and biochemical reagents and synthetic drug such as adenine phosphate, raw materials such as purine medicaments.Also be used for biochemistry and pharmaceutical analysis.Press the difference of starting raw material, the compound method of adenine can reduce following four kinds.Shanghai No.12 Pharmaceutical Factory (Chinese Journal of Pharmaceuticals, 1972, with the ethyl malonate initial raw material 5:17), nitrated through cyclization, chlorination, ammonification, cyclization, salify six-step process altogether makes, and this method reactions step is many, yield is low, only has 18.96%.Guangzhou Medical College chemistry teaching and research room (Guangzhou Medical College journal; 1977,02:25) propose to use methane amide and Phosphorus Oxychloride to be 15 hours synthetic adenines of single stage method of main raw material reaction, yield reaches 30%; But the reaction times of this route is longer, and yield is low.(Chinese Journal of Pharmaceuticals, 2003,34 (3): be raw material with the xanthoglobulin 111), in anhydrous pyridine, the condensing agent POCl3 is participated in reaction down to Lin Ziyun etc., through the synthetic adenine of N-purine radicals-6-pyridinium salt midbody, total recovery 73%.Xanthoglobulin gets the 6-chloro-purine through POCl3 chlorination in the presence of tertiary amine, also can get VITAMIN B4 (J Am Chem Soc., 1954,76:6073 through ammonification again; J Am Chem Soc., 1982,104:3349; J Am Chem Soc., 2007,129:7055; J Am Chem Soc., 1990,112:8174; Eur J Org Chem, 2002,14:2356), but hypoxanthic source is less, and this route has no idea to reach large-scale application.Wangkais etc. are with 4, and 6-two chloro-5-nitro-pyrimidines are the synthetic adenine (CN102127081) of raw material, but 4,6-two chloro-5-nitro-pyrimidines are not large-scale source in industry.Therefore, should provide a kind of new technical scheme to address the above problem.
Summary of the invention
The objective of the invention is:, the preparation method of the adenine that a kind of process method is simple, reaction conditions is gentle, product purity is high is provided to above-mentioned deficiency.
Be to realize above-mentioned purpose, the technical scheme that the present invention adopts is: with 6-amino-7-ethanoyl purine and alkali in molar ratio the ratio of 1:1～3 feed intake, be 80-100 ℃ in temperature and reacted 2-6 hour down; Add gac then, be incubated 1-3 hour and decolour, decolouring back solution filters, and filtrating uses mass percent to be neutralized to pH value 7-8 as the hydrochloric acid of 10-30%, and cooling solution is to 0-10 ℃; Refilter, filter cake descended dry 5-10 hour at 50-100 ℃, obtained adenine.
Said alkali is sodium hydroxide, Pottasium Hydroxide, yellow soda ash; The mass percent concentration of said alkali is 10-30%.
The preparation synthetic route of above-mentioned adenine is as follows:
Advantage of the present invention is: process method of the present invention is simple, and reaction conditions is gentle, and has avoided the generation of anti-ring in the traditional technology, and product purity is high, is suitable for suitability for industrialized production.
Embodiment
Embodiment 1
In the there-necked flask of stirring of 1000ml band and reflux, add 177 gram 6-amino-7-ethanoyl purine and 400 grams, 10% aqueous sodium hydroxide solution, Heating temperature is 80 ℃ of reactions 2 hours; Add 5 gram gacs then, be incubated 1 hour and decolour, decolouring back solution filters, and the hydrochloric acid of filtrating with mass percent 10% is neutralized to pH value 7, cooling solution to 0 ℃; Refilter, filter cake descended dry 10 hours at 50 ℃, obtained 128 gram adenines, yield 94.8%.
Embodiment 2
In the there-necked flask of stirring of 1000ml band and reflux, add 177 gram 6-amino-7-ethanoyl purine and 560 grams, 30% potassium hydroxide aqueous solution, Heating temperature is 100 ℃ of reactions 6 hours; Add 5 gram gacs then, be incubated 3 hours and decolour, decolouring back solution filters, and the hydrochloric acid of filtrating with mass percent 30% is neutralized to pH value 8, cooling solution to 10 ℃; Refilter, filter cake descended dry 5 hours at 100 ℃, obtained 115 gram adenines, yield 85.2%.
Embodiment 3
In the there-necked flask of stirring of 1000ml band and reflux, add 177 gram 6-amino-7-ethanoyl purine and 1000 grams, 20% aqueous sodium carbonate, Heating temperature is 90 ℃ of reactions 6 hours; Add 5 gram gacs then, be incubated 2 hours and decolour, decolouring back solution filters, and the hydrochloric acid of filtrating with mass percent 30% is neutralized to pH value 7, cooling solution to 0 ℃; Refilter, filter cake descended dry 5 hours at 100 ℃, obtained 130 gram adenines, yield 96.3%.
Claims (3)
1. the preparation method of an adenine, it is characterized in that comprising the steps: with 6-amino-7-ethanoyl purine and alkali in molar ratio the ratio of 1:1～3 feed intake, be 80-100 ℃ of reaction 2-6 hour down in temperature; Add gac then, be incubated 1-3 hour and decolour, decolouring back solution filters, and filtrating uses mass percent to be neutralized to pH value 7-8 as the hydrochloric acid of 10-30%, and cooling solution is to 0-10 ℃; Refilter, filter cake descended dry 5-10 hour at 50-100 ℃, obtained adenine.
2. the preparation method of a kind of adenine according to claim 1, it is characterized in that: said alkali is sodium hydroxide, Pottasium Hydroxide or yellow soda ash.
3. the preparation method of a kind of adenine according to claim 1, it is characterized in that: the mass percent concentration of said alkali is 10-30%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012102551813A CN102775406A (en) | 2012-07-23 | 2012-07-23 | Method for preparing 6-aminopurine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012102551813A CN102775406A (en) | 2012-07-23 | 2012-07-23 | Method for preparing 6-aminopurine |
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| CN102775406A true CN102775406A (en) | 2012-11-14 |
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| CN2012102551813A Pending CN102775406A (en) | 2012-07-23 | 2012-07-23 | Method for preparing 6-aminopurine |
Country Status (1)
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102127081A (en) * | 2011-01-12 | 2011-07-20 | 武汉工程大学 | Preparation method of adenine |
| CN102321086A (en) * | 2011-09-21 | 2012-01-18 | 杭州科本药业有限公司 | Synthesizing method of adenine |
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2012
- 2012-07-23 CN CN2012102551813A patent/CN102775406A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102127081A (en) * | 2011-01-12 | 2011-07-20 | 武汉工程大学 | Preparation method of adenine |
| CN102321086A (en) * | 2011-09-21 | 2012-01-18 | 杭州科本药业有限公司 | Synthesizing method of adenine |
Non-Patent Citations (1)
| Title |
|---|
| S.P.DUTTA ET AL: "Synthesis and biological activities of some N6- and N9-carbamoyladenines and related ribonucleosides", 《JOURNAL OF MEDICINAL CHEMISTRY》, vol. 20, no. 12, 31 December 1977 (1977-12-31), pages 1599 - 1, XP001036626, DOI: doi:10.1021/jm00222a013 * |
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Application publication date: 20121114 |