CN108658778A - A kind of new preparation process of 3,4- dimethoxys-beta-nitrostyrene - Google Patents
A kind of new preparation process of 3,4- dimethoxys-beta-nitrostyrene Download PDFInfo
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- CN108658778A CN108658778A CN201810626145.0A CN201810626145A CN108658778A CN 108658778 A CN108658778 A CN 108658778A CN 201810626145 A CN201810626145 A CN 201810626145A CN 108658778 A CN108658778 A CN 108658778A
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- China
- Prior art keywords
- dimethoxys
- nitrostyrene
- beta
- added
- milligrams
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The title of the present invention is a kind of new preparation process of 3,4 dimethoxy β nitrostyrolenes.Affiliated technical field is medical science.The technical problems to be solved by the invention are to be related to a kind of new preparation process of more advanced 3,4 dimethoxy β nitrostyrolenes.The main points of the technical solution of the technical problems to be solved by the invention are a kind of new preparation methods of the compound.
Description
Technical field
The present invention relates to pharmaceutical technology fields, specifically, the present invention relates to one kind 3,4- dimethoxys-β-nitrobenzene second
The new preparation process of alkene.
Background technology
3,4- dimethoxys-beta-nitrostyrene is a kind of intermediate feed of important synthesis medical product.
The preparation method yield of existing 3,4- dimethoxys-beta-nitrostyrene is not high, and synthesis technology is complicated, and yield is not
Stablize, needs to invent a kind of new preparation method, to overcome the shortcomings of prior art.
Invention content
The present invention uses a kind of new technology, is received for the preparation method of existing 3,4- dimethoxys-beta-nitrostyrene
Rate is not high, and synthesis technology is complicated, and yield is unstable, and the disadvantage that the purchase cost of required raw material is high is sent out by long-term research and development
A kind of new preparation method is illustrated, to overcome the shortcomings of prior art, good technology base has been established for later industrial production
Plinth.
The technical scheme is that：
1661 milligrams are added in the reactor to Veratraldehyde, 35 milliliters of methanol, in stirring, room temperature is added
The middle nitromethane for being added 671 milligrams, then stirs 20 minutes in ice bath, adds 848 milligrams of ammonium acetate, be then stirred at room temperature
4 hours, reaction solution turned yellow gradually.5 hours are stood, yellow solid is filtered out.It recrystallizes, through filtering, is dried in vacuo in methyl alcohol again,
Obtain compound 3,4- dimethoxys-beta-nitrostyrene, yield 93.6%.
Specific implementation mode
Embodiment 1：The preparation of 3,4- dimethoxys-beta-nitrostyrene：
1661 milligrams of Veratraldehydes are added in the reactor, 35 milliliters of methanol are added, in stirring, in room temperature
671 milligrams of nitromethane is added, is then stirred 20 minutes in ice bath, adds 848 milligrams of ammonium acetate, be then stirred at room temperature 4
Hour, reaction solution turns yellow gradually.5 hours are stood, yellow solid is filtered out.It recrystallizes, through filtering, is dried in vacuo in methyl alcohol again,
Obtain compound 3,4- dimethoxys-beta-nitrostyrene, yield 93.6%.
Embodiment 2：The preparation of 3,4- dimethoxys-beta-nitrostyrene：
1661 milligrams of Veratraldehydes are added in the reactor, 35 milliliters of methanol are added, in stirring, in room temperature
671 milligrams of nitromethane is added, is then stirred 20 minutes in ice bath, adds 848 milligrams of ammonium acetate, be then stirred at room temperature 4
Hour, reaction solution turns yellow gradually.5 hours are stood, yellow solid is filtered out.It recrystallizes, through filtering, is dried in vacuo in methyl alcohol again,
Obtain compound 3,4- dimethoxys-beta-nitrostyrene, yield 94.7%.
The present invention can be summarized with others without prejudice to the concrete form of the spirit or essential characteristics of the present invention.Therefore, nothing
By from the point of view of which point, the embodiment above of the invention can only all be considered the description of the invention and cannot limit this hair
It is bright.
Claims (2)
1. one kind 3, the new preparation process of 4- dimethoxys-beta-nitrostyrene, it is characterized in that：
1661 milligrams of Veratraldehydes are added in the reactor, 35 milliliters of methanol is added, in stirring, is added in room temperature
Then 671 milligrams of nitromethane stirs 20 minutes in ice bath, adds 848 milligrams of ammonium acetate, is then stirred at room temperature 4 hours,
Reaction solution turns yellow gradually.5 hours are stood, yellow solid is filtered out.It recrystallizes in methyl alcohol again, through filtering, vacuum drying is changed
Close object 3,4- dimethoxys-beta-nitrostyrene, yield 93.6%.
2. according to the method described in claim 1, it is characterized in that:
It needs that compounds acetic acid ammonium is added in reaction solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810626145.0A CN108658778A (en) | 2018-06-19 | 2018-06-19 | A kind of new preparation process of 3,4- dimethoxys-beta-nitrostyrene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810626145.0A CN108658778A (en) | 2018-06-19 | 2018-06-19 | A kind of new preparation process of 3,4- dimethoxys-beta-nitrostyrene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108658778A true CN108658778A (en) | 2018-10-16 |
Family
ID=63776041
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| Application Number | Title | Priority Date | Filing Date |
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| CN201810626145.0A Pending CN108658778A (en) | 2018-06-19 | 2018-06-19 | A kind of new preparation process of 3,4- dimethoxys-beta-nitrostyrene |
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Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004018431A2 (en) * | 2002-08-17 | 2004-03-04 | Altana Pharma Ag | Novel phenanthridines |
| WO2004019944A1 (en) * | 2002-08-29 | 2004-03-11 | Altana Pharma Ag | 2-hydroxy-6-phenylphenanthridines as pde-4 inhibitors |
| WO2004019945A1 (en) * | 2002-08-29 | 2004-03-11 | Altana Pharma Ag | 3-hydroxy-6-phenylphenanthridines as pde-4 inhibitors |
| WO2005077906A1 (en) * | 2004-02-18 | 2005-08-25 | Altana Pharma Ag | Novel guanidinyl-substituted hydroxy-6-phenylphenenthridines as effective phosphodiesterase (pde) 4 inhibitors |
| WO2006082185A1 (en) * | 2005-02-01 | 2006-08-10 | Nycomed Gmbh | Novel 6-pyridylphenanthridines |
| WO2006095009A1 (en) * | 2005-03-09 | 2006-09-14 | Nycomed Gmbh | Amido-substituted 6-phenylphenanthridines |
| CN1926111A (en) * | 2004-03-09 | 2007-03-07 | 奥坦纳医药公司 | Novel isoamido-substituted hydroxy-6-phenylphenanthridines |
| CN1926110A (en) * | 2004-03-03 | 2007-03-07 | 奥坦纳医药公司 | Novel heterocyclyl-substituted hydroxy-6-phenylphenanthridines and their use as PDE4 inhibitors |
| CN101133045A (en) * | 2005-03-02 | 2008-02-27 | 尼科梅德有限责任公司 | Novel salts of 6-heterocyclyl substituted hexahydrophenanthridine derivatives |
| CN101973903A (en) * | 2010-10-12 | 2011-02-16 | 浙江大学 | Method for synthesizing capsaicin homolog |
| CN102348675A (en) * | 2009-03-09 | 2012-02-08 | 巴斯夫欧洲公司 | Process for preparing substituted 2-nitrobiphenyls |
-
2018
- 2018-06-19 CN CN201810626145.0A patent/CN108658778A/en active Pending
Patent Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004018431A2 (en) * | 2002-08-17 | 2004-03-04 | Altana Pharma Ag | Novel phenanthridines |
| WO2004019944A1 (en) * | 2002-08-29 | 2004-03-11 | Altana Pharma Ag | 2-hydroxy-6-phenylphenanthridines as pde-4 inhibitors |
| WO2004019945A1 (en) * | 2002-08-29 | 2004-03-11 | Altana Pharma Ag | 3-hydroxy-6-phenylphenanthridines as pde-4 inhibitors |
| WO2005077906A1 (en) * | 2004-02-18 | 2005-08-25 | Altana Pharma Ag | Novel guanidinyl-substituted hydroxy-6-phenylphenenthridines as effective phosphodiesterase (pde) 4 inhibitors |
| CN1926110A (en) * | 2004-03-03 | 2007-03-07 | 奥坦纳医药公司 | Novel heterocyclyl-substituted hydroxy-6-phenylphenanthridines and their use as PDE4 inhibitors |
| CN1926111A (en) * | 2004-03-09 | 2007-03-07 | 奥坦纳医药公司 | Novel isoamido-substituted hydroxy-6-phenylphenanthridines |
| WO2006082185A1 (en) * | 2005-02-01 | 2006-08-10 | Nycomed Gmbh | Novel 6-pyridylphenanthridines |
| CN101133045A (en) * | 2005-03-02 | 2008-02-27 | 尼科梅德有限责任公司 | Novel salts of 6-heterocyclyl substituted hexahydrophenanthridine derivatives |
| WO2006095009A1 (en) * | 2005-03-09 | 2006-09-14 | Nycomed Gmbh | Amido-substituted 6-phenylphenanthridines |
| CN102348675A (en) * | 2009-03-09 | 2012-02-08 | 巴斯夫欧洲公司 | Process for preparing substituted 2-nitrobiphenyls |
| CN101973903A (en) * | 2010-10-12 | 2011-02-16 | 浙江大学 | Method for synthesizing capsaicin homolog |
Non-Patent Citations (3)
| Title |
|---|
| ANDRZEJ J. BOJARSKI等: "The Influence of Substitution at Aromatic Part of 1,2,3,4-Tetrahy -droisoquinoline on In Vitro and In Vivo 5-HT1A/5-HT2A Receptor Activities of Its 1-Adamantoyloaminoalkyl Derivatives", 《BIOORGANIC & MEDICINAL CHEMISTRY》 * |
| GLENN C. CONDIE等: "Regioselective reactivity of some 5,7-dimethoxyindoles", 《TETRAHEDRON》 * |
| WANGKE QIAN等: "Design, synthesis, and pharmacological evaluation of novel tetrahydroprotoberberine derivatives: Selective inhibitors of dopamine D1 receptor", 《BIOORGANIC & MEDICINAL CHEMISTRY》 * |
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Application publication date: 20181016 |