JPS5549368A - Production of 2, 5-furandicarboxyaldehyde - Google Patents
Production of 2, 5-furandicarboxyaldehydeInfo
- Publication number
- JPS5549368A JPS5549368A JP12323278A JP12323278A JPS5549368A JP S5549368 A JPS5549368 A JP S5549368A JP 12323278 A JP12323278 A JP 12323278A JP 12323278 A JP12323278 A JP 12323278A JP S5549368 A JPS5549368 A JP S5549368A
- Authority
- JP
- Japan
- Prior art keywords
- furfral
- hydroxymethyl
- oxidized
- organic solvent
- dinitrogen
- 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
Landscapes
- Furan Compounds (AREA)
Abstract
PURPOSE: 5-Hydroxymethyl-2-furfral is oxidized with nitrogen oxides in an organic solvent to produce title compound useful as an intermediate of drug, agricultural chemical, perfume and furan resin readily in high yield with industrial advantage.
CONSTITUTION: 5-Hydroxymethyl-2-furfral readily obtained by dehydration of hexose under heating in the presence of an acidic catalyst is oxidized with an nitrogen oxide as dinitrogen tetraoxide, dinitrogen trioxide, nitric acid, nitrous acid, preferably dinitrogen tetraoxide, in an organic solvent as dimethyl sulfoxide or dimethoxyethane, preferably with dimethyl solfixide then nitric acid, to convert the primary alcohol selectively into aldehyde. The reaction temperature is 60W180, preferably 80W120°C and the amount of the oxidant used is more than 1.0, preferably 1.2W2.5 moles per mole of the starting material.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12323278A JPS5549368A (en) | 1978-10-06 | 1978-10-06 | Production of 2, 5-furandicarboxyaldehyde |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12323278A JPS5549368A (en) | 1978-10-06 | 1978-10-06 | Production of 2, 5-furandicarboxyaldehyde |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5549368A true JPS5549368A (en) | 1980-04-09 |
Family
ID=14855462
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12323278A Pending JPS5549368A (en) | 1978-10-06 | 1978-10-06 | Production of 2, 5-furandicarboxyaldehyde |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5549368A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2669636A1 (en) * | 1990-11-22 | 1992-05-29 | Furchim | Process for the manufacture of furan-2,5-dicarboxaldehyde |
US6706900B2 (en) | 2001-09-17 | 2004-03-16 | E. I. Du Pont De Nemours And Company | Process for preparing 2,5-diformylfuran from carbohydrates |
JP2008162919A (en) * | 2006-12-27 | 2008-07-17 | Canon Inc | Method for producing furan ring compound |
US7700788B2 (en) | 2006-10-31 | 2010-04-20 | Battelle Memorial Institute | Hydroxymethyl furfural oxidation methods |
US7956203B2 (en) | 2000-03-27 | 2011-06-07 | E. I. Du Pont De Nemours And Company | Oxidation of 5-(hydroxymethyl) furfural to 2,5-diformylfuran and subsequent decarbonylation to unsubstituted furan |
DE102010030991A1 (en) * | 2010-07-06 | 2012-01-12 | Evonik Degussa Gmbh | Process for the preparation of 2,5-diformylfuran and its derivatives |
CN103113327A (en) * | 2013-01-24 | 2013-05-22 | 四川大学 | Method for synthesizing furan-2,5-dicarbaldehyde through one-step catalysis of carbohydrate |
-
1978
- 1978-10-06 JP JP12323278A patent/JPS5549368A/en active Pending
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2669636A1 (en) * | 1990-11-22 | 1992-05-29 | Furchim | Process for the manufacture of furan-2,5-dicarboxaldehyde |
US8524923B2 (en) | 2000-03-27 | 2013-09-03 | E I Du Pont De Nemours And Company | Processes for preparing diacids, dialdehydes and polymers |
US8785667B2 (en) | 2000-03-27 | 2014-07-22 | E I Du Pont De Nemours And Company | Processes for preparing diacids, dialdehydes and polymers |
US7956203B2 (en) | 2000-03-27 | 2011-06-07 | E. I. Du Pont De Nemours And Company | Oxidation of 5-(hydroxymethyl) furfural to 2,5-diformylfuran and subsequent decarbonylation to unsubstituted furan |
US8748637B2 (en) | 2000-03-27 | 2014-06-10 | E I Du Pont De Nemours And Company | Processes for preparing diacids, dialdehydes and polymers |
US8129550B2 (en) | 2000-03-27 | 2012-03-06 | E. I. Du Pont De Nemours And Company | Oxidation of 5-(hydroxymethyl) furfural to 2,5 diformylfuran and subsequent decarbonylation to unsubstituted furan |
US8748638B2 (en) | 2000-03-27 | 2014-06-10 | E I Du Pont De Nemours And Company | Processes for preparing diacids, dialdehydes and polymers |
US8575299B1 (en) | 2000-03-27 | 2013-11-05 | E I Du Pont De Nemours And Company | Processes for preparing diacids, dialdehydes and polymers |
US6706900B2 (en) | 2001-09-17 | 2004-03-16 | E. I. Du Pont De Nemours And Company | Process for preparing 2,5-diformylfuran from carbohydrates |
US7700788B2 (en) | 2006-10-31 | 2010-04-20 | Battelle Memorial Institute | Hydroxymethyl furfural oxidation methods |
US8193381B2 (en) | 2006-10-31 | 2012-06-05 | Battelle Memorial Institute | Hydroxymethyl furfural oxidation methods |
US8193382B2 (en) | 2006-10-31 | 2012-06-05 | Battelle Memorial Institute | Hydroxymethyl furfural oxidation methods |
JP2008162919A (en) * | 2006-12-27 | 2008-07-17 | Canon Inc | Method for producing furan ring compound |
DE102010030991A1 (en) * | 2010-07-06 | 2012-01-12 | Evonik Degussa Gmbh | Process for the preparation of 2,5-diformylfuran and its derivatives |
CN103113327A (en) * | 2013-01-24 | 2013-05-22 | 四川大学 | Method for synthesizing furan-2,5-dicarbaldehyde through one-step catalysis of carbohydrate |
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