RU2008139848A - METHOD FOR PRODUCING 2,5-THIOFENEDICARBOXYLIC ACID FROM THIOPHENE - Google Patents
METHOD FOR PRODUCING 2,5-THIOFENEDICARBOXYLIC ACID FROM THIOPHENE Download PDFInfo
- Publication number
- RU2008139848A RU2008139848A RU2008139848/04A RU2008139848A RU2008139848A RU 2008139848 A RU2008139848 A RU 2008139848A RU 2008139848/04 A RU2008139848/04 A RU 2008139848/04A RU 2008139848 A RU2008139848 A RU 2008139848A RU 2008139848 A RU2008139848 A RU 2008139848A
- Authority
- RU
- Russia
- Prior art keywords
- thiophene
- acid
- producing
- acac
- methanol
- Prior art date
Links
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 title claims abstract 10
- 229930192474 thiophene Natural products 0.000 title claims abstract 5
- 239000002253 acid Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract 12
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims abstract 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000003054 catalyst Substances 0.000 claims abstract 4
- LZKLAOYSENRNKR-LNTINUHCSA-N iron;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Fe].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O LZKLAOYSENRNKR-LNTINUHCSA-N 0.000 claims abstract 4
- 239000003446 ligand Substances 0.000 claims abstract 4
- 239000007983 Tris buffer Substances 0.000 claims abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims abstract 2
- 230000003993 interaction Effects 0.000 claims abstract 2
- 229910052742 iron Inorganic materials 0.000 claims abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims abstract 2
- YCGAZNXXGKTASZ-UHFFFAOYSA-N thiophene-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)S1 YCGAZNXXGKTASZ-UHFFFAOYSA-N 0.000 claims abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 4
- 0 COC(c1ccc(*)[s]1)=O Chemical compound COC(c1ccc(*)[s]1)=O 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pyridine Compounds (AREA)
- Catalysts (AREA)
Abstract
Способ получения диметилового эфира 2,5-тиофендикарбоновой кислоты I ! ! взаимодействием тиофена с метанолом и CCl4 в присутствии катализатора при Т=150°С в течение 6 ч, отличающийся тем, что в качестве катализатора используют трис(2,4-пентанодионато)железа Fe(acac)3, активированного азотсодержащим лигандом - хинолином или пиридином, и мольное соотношение [Fe(acac)3] : [лиганд] : [тиофен] : [метанол] : [CCl4] составляет 0.04:0.4:4:45:30. The method of producing dimethyl ether of 2,5-thiophenedicarboxylic acid I! ! the interaction of thiophene with methanol and CCl4 in the presence of a catalyst at T = 150 ° C for 6 hours, characterized in that the catalyst used is tris (2,4-pentanodionato) iron Fe (acac) 3, activated with a nitrogen-containing ligand - quinoline or pyridine and the molar ratio [Fe (acac) 3]: [ligand]: [thiophene]: [methanol]: [CCl4] is 0.04: 0.4: 4: 45: 30.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008139848/04A RU2404176C2 (en) | 2008-10-07 | 2008-10-07 | Method of producing dimethyl ether of 2,5-thiophene dicarboxylic acid from thiophene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008139848/04A RU2404176C2 (en) | 2008-10-07 | 2008-10-07 | Method of producing dimethyl ether of 2,5-thiophene dicarboxylic acid from thiophene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008139848A true RU2008139848A (en) | 2010-04-20 |
| RU2404176C2 RU2404176C2 (en) | 2010-11-20 |
Family
ID=44058566
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008139848/04A RU2404176C2 (en) | 2008-10-07 | 2008-10-07 | Method of producing dimethyl ether of 2,5-thiophene dicarboxylic acid from thiophene |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2404176C2 (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2900386A (en) * | 1955-11-04 | 1959-08-18 | Henkel & Cie Gmbh | Production of heterocyclic dicarboxylic acids |
-
2008
- 2008-10-07 RU RU2008139848/04A patent/RU2404176C2/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| RU2404176C2 (en) | 2010-11-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20101008 |