JPS6475457A - Production or 2,3-dicyano-5,6-dichlorobenzoquinone - Google Patents
Production or 2,3-dicyano-5,6-dichlorobenzoquinoneInfo
- Publication number
- JPS6475457A JPS6475457A JP22971387A JP22971387A JPS6475457A JP S6475457 A JPS6475457 A JP S6475457A JP 22971387 A JP22971387 A JP 22971387A JP 22971387 A JP22971387 A JP 22971387A JP S6475457 A JPS6475457 A JP S6475457A
- Authority
- JP
- Japan
- Prior art keywords
- manganese dioxide
- reaction
- amount
- dchq
- hydrochloric acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 title abstract 4
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 abstract 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 6
- MPAIWVOBMLSHQA-UHFFFAOYSA-N 3,6-dihydroxybenzene-1,2-dicarbonitrile Chemical compound OC1=CC=C(O)C(C#N)=C1C#N MPAIWVOBMLSHQA-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 230000000087 stabilizing effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE:To obtain the titled compound used as a dehydrogenating agent in good yield, by treating 2,3-dicyanohydroquinone with manganese dioxide in an aqueous solution of hydrochloric acid. CONSTITUTION:Manganese dioxide (e.g. industrial manganese dioxide or electrolytic manganese dioxide) is added and reacted with 2,3-dicyanohydroquinone (hereinafter abbreviated to DCHQ) in the presence of an aqueous solution of hydrochloric acid while being stirred according to the reaction formulas to afford 2,3-dicyano-5,6-dichlorobenzoquinone (hereinafter abbreviated to DDQ). The reaction is carried out by using water in an amount of 0-1,000pts.wt. based on 100pts.wt. DCHQ and hydrochloric acid in 35% concentration in an amount of >=400pts.wt. based on 100pts.wt. DCHQ. The manganese dioxide is desirably used in somewhat excess of the equimolar reaction amount and the reaction is slowly carried out while keeping the solution temperature of the reaction mixture at 30-80 deg.C. Furthermore, the addition of concentrated nitric acid in a small amount in adding the organic solvent is effective in stabilizing the formed DDQ.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22971387A JPS6475457A (en) | 1987-09-16 | 1987-09-16 | Production or 2,3-dicyano-5,6-dichlorobenzoquinone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22971387A JPS6475457A (en) | 1987-09-16 | 1987-09-16 | Production or 2,3-dicyano-5,6-dichlorobenzoquinone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6475457A true JPS6475457A (en) | 1989-03-22 |
Family
ID=16896534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22971387A Pending JPS6475457A (en) | 1987-09-16 | 1987-09-16 | Production or 2,3-dicyano-5,6-dichlorobenzoquinone |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6475457A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102260192A (en) * | 2010-05-27 | 2011-11-30 | 邵阳市佳青医药原料有限公司 | Novel technology for preparing dichloro dicyane benzoquinone |
-
1987
- 1987-09-16 JP JP22971387A patent/JPS6475457A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102260192A (en) * | 2010-05-27 | 2011-11-30 | 邵阳市佳青医药原料有限公司 | Novel technology for preparing dichloro dicyane benzoquinone |
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