CN103664764A - Preparation method of 3-amino-2-hydroxypyridine - Google Patents
Preparation method of 3-amino-2-hydroxypyridine Download PDFInfo
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- CN103664764A CN103664764A CN201310646493.1A CN201310646493A CN103664764A CN 103664764 A CN103664764 A CN 103664764A CN 201310646493 A CN201310646493 A CN 201310646493A CN 103664764 A CN103664764 A CN 103664764A
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- China
- Prior art keywords
- amino
- preparation
- bromopyridine
- hydroxypyridine
- hydroxy pyrimidine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a preparation method of 3-amino-2-hydroxypyridine. The method comprises the steps of: dissolving 2-hydroxy-3-nitro-5-bromopyridine in a solvent, stirring, adding a mixture of iron powder and hydrochloric acid, reacting for 0.5-1 h and conducting posttreatment to obtain 2-hydroxy-3-amino-5-bromopyridine; and dissolving 2-hydroxy-3-amino-5-bromopyridine obtained in the step (1) in an alkaline solution, adding strontium carbonate, introducing hydrogen into a reaction flask, reacting for some time and carrying out routine treatment to obtain 3-amino-2-hydroxypyridine. Through the above way, the preparation method of 3-amino-2-hydroxypyridine provided by the invention requires short preparation time, saves energy loss in the reaction process, reduces the risk of the synthesis process and greatly reduces the production cost. The obtained 3-amino-2-hydroxypyridine with high purity can be directly used in a next step.
Description
Technical field
The present invention relates to Minute Organic Synthesis field, particularly relate to a kind of preparation method of 3-amino-2 hydroxy pyrimidine.
Background technology
Pyridine is a kind of 6-membered heterocyclic compound that contains a nitrogen-atoms, and benzene molecular a carbon is replaced by nitrogen, and it has many special drug effects and structural performance.Pyridine derivate is extensively present in nature, and wherein many materials have special pharmacological action.The molecular formula of 3-amino-2 hydroxy pyrimidine is C
5h
6n
2o, molecular weight is 110.11, fusing point is 170-173 ℃, is a kind of off-white color crystal, also can be canescence to brown powder state.3-amino-2 hydroxy pyrimidine is a kind of pungency article, can be used for pharmaceutical industries, can be as the intermediate application of anti-AIDS class medicine.Long reaction time in the building-up process of tradition 3-amino-2 hydroxy pyrimidine, sometimes time of one day even, easily causes danger.
Summary of the invention
The technical problem that the present invention mainly solves is to provide a kind of preparation method of 3-amino-2 hydroxy pyrimidine, and the method is simple to operate and safe and reliable.
For solving the problems of the technologies described above, the technical scheme that the present invention adopts is: a kind of preparation method of 3-amino-2 hydroxy pyrimidine is provided, comprises that step is:
(1) 2-hydroxyl-3-nitro-5-bromopyridine be dissolved in solvent and stir, adding inward the mixture of iron powder and hydrochloric acid, reaction 0.5-1 hour, aftertreatment obtains 2-hydroxyl-3-amino-5-bromopyridine;
(2) 2-hydroxyl-3-amino-5-bromopyridine step (1) being obtained is dissolved in basic solution and adds Strontium carbonate powder, in reaction flask, passes into hydrogen, carries out conventional processing and obtain 3-amino-2 hydroxy pyrimidine after reaction for some time.
In a preferred embodiment of the present invention, described in step (1), solvent is water, methyl alcohol or ethanol.
In a preferred embodiment of the present invention, described in step (2), basic solution is sodium hydroxide, potassium hydroxide or calcium hydroxide.
In a preferred embodiment of the present invention, the reaction times described in step (2) is 3-4 hour.
The invention has the beneficial effects as follows: the preparation method of 3-amino-2 hydroxy pyrimidine of the present invention, the method preparation process time is short, both saved the energy waste in reaction process, reduced again the generation of danger in building-up process, reduced greatly production cost, 3-amino-2 hydroxy pyrimidine the purity obtaining is high, can directly carry out next step application.
Embodiment
Below the technical scheme in the embodiment of the present invention is clearly and completely described, obviously, described embodiment is only a part of embodiment of the present invention, rather than whole embodiment.Embodiment based in the present invention, those of ordinary skills, not making all other embodiment that obtain under creative work prerequisite, belong to the scope of protection of the invention.
Embodiment mono-:
A kind of preparation method of 3-amino-2 hydroxy pyrimidine is provided, comprises that step is:
(1) 2-hydroxyl-3-nitro-5-bromopyridine is soluble in water and stir, add inward the mixture of iron powder and hydrochloric acid, to react 50 minutes, aftertreatment obtains 2-hydroxyl-3-amino-5-bromopyridine;
(2) 2-hydroxyl-3-amino-5-bromopyridine step (1) being obtained is dissolved in potassium hydroxide solution and adds Strontium carbonate powder, in reaction flask, passes into hydrogen, reacts after 3 hours, to carry out conventional processing and obtain 3-amino-2 hydroxy pyrimidine.
Embodiment bis-:
A kind of preparation method of 3-amino-2 hydroxy pyrimidine is provided, comprises that step is:
(1) 2-hydroxyl-3-nitro-5-bromopyridine be dissolved in ethanol and stir, adding inward the mixture of iron powder and hydrochloric acid, reacting 40 minutes, aftertreatment obtains 2-hydroxyl-3-amino-5-bromopyridine;
(2) 2-hydroxyl-3-amino-5-bromopyridine step (1) being obtained is dissolved in aqua calcis and adds Strontium carbonate powder, in reaction flask, passes into hydrogen, reacts after 4 hours, to carry out conventional processing and obtain 3-amino-2 hydroxy pyrimidine.
Embodiment tri-:
A kind of preparation method of 3-amino-2 hydroxy pyrimidine is provided, comprises that step is:
(1) 2-hydroxyl-3-nitro-5-bromopyridine be dissolved in methyl alcohol and stir, adding inward the mixture of iron powder and hydrochloric acid, reacting 30 minutes, aftertreatment obtains 2-hydroxyl-3-amino-5-bromopyridine;
(2) 2-hydroxyl-3-amino-5-bromopyridine step (1) being obtained is dissolved in sodium hydroxide solution and adds Strontium carbonate powder, in reaction flask, passes into hydrogen, reacts after 4 hours, to carry out conventional processing and obtain 3-amino-2 hydroxy pyrimidine.
The foregoing is only embodiments of the invention; not thereby limit the scope of the claims of the present invention; every equivalent structure or conversion of equivalent flow process that utilizes description of the present invention to do; or be directly or indirectly used in other relevant technical field, be all in like manner included in scope of patent protection of the present invention.
Claims (4)
1. a preparation method for 3-amino-2 hydroxy pyrimidine, is characterized in that, comprises that step is:
(1) 2-hydroxyl-3-nitro-5-bromopyridine be dissolved in solvent and stir, adding inward the mixture of iron powder and hydrochloric acid, reaction 0.5-1 hour, aftertreatment obtains 2-hydroxyl-3-amino-5-bromopyridine;
(2) 2-hydroxyl-3-amino-5-bromopyridine step (1) being obtained is dissolved in basic solution and adds Strontium carbonate powder, in reaction flask, passes into hydrogen, carries out conventional processing and obtain 3-amino-2 hydroxy pyrimidine after reaction for some time.
2. the preparation method of 3-amino-2 hydroxy pyrimidine according to claim 1, is characterized in that, described in step (1), solvent is water, methyl alcohol or ethanol.
3. the preparation method of 3-amino-2 hydroxy pyrimidine according to claim 1, is characterized in that, described in step (2), basic solution is sodium hydroxide, potassium hydroxide or calcium hydroxide.
4. the preparation method of 3-amino-2 hydroxy pyrimidine according to claim 1, is characterized in that, the reaction times described in step (2) is 3-4 hour.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310646493.1A CN103664764A (en) | 2013-12-06 | 2013-12-06 | Preparation method of 3-amino-2-hydroxypyridine |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310646493.1A CN103664764A (en) | 2013-12-06 | 2013-12-06 | Preparation method of 3-amino-2-hydroxypyridine |
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| Publication Number | Publication Date |
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| CN103664764A true CN103664764A (en) | 2014-03-26 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201310646493.1A Pending CN103664764A (en) | 2013-12-06 | 2013-12-06 | Preparation method of 3-amino-2-hydroxypyridine |
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| CN (1) | CN103664764A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432068A (en) * | 2015-08-11 | 2017-02-22 | 浙江九洲药业股份有限公司 | Preparation method of intermediate 3-bromopyridine-2-amine |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102015726A (en) * | 2008-03-31 | 2011-04-13 | C&C新药研究所 | Heterocyclic derivatives |
-
2013
- 2013-12-06 CN CN201310646493.1A patent/CN103664764A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102015726A (en) * | 2008-03-31 | 2011-04-13 | C&C新药研究所 | Heterocyclic derivatives |
Non-Patent Citations (1)
| Title |
|---|
| FOX, B. A.等: ""2,3-DIAMINOPYRIDINE"", 《ORGANIC SYNTHESES》, vol. 44, 31 December 1964 (1964-12-31) * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432068A (en) * | 2015-08-11 | 2017-02-22 | 浙江九洲药业股份有限公司 | Preparation method of intermediate 3-bromopyridine-2-amine |
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Application publication date: 20140326 |