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| | Methyl 5-formyl-2-thiophenecarboxylate Basic information |
| Product Name: | Methyl 5-formyl-2-thiophenecarboxylate | | Synonyms: | 5-FORMYLTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;5-Formyl-2-thiophenecarboxylic acid methyl ester;2-Thiophenecarboxylic acid, 5-forMyl-, Methyl ester;METHYL 5-FORMYL-2-THIOPHENECARBOXYLATE ISO 9001：2015 REACH;Methyl 5-forMylthiophene-2-carboxylate;Methyl 5-formyl-2-thiophenecarboxylate | | CAS: | 67808-64-4 | | MF: | C7H6O3S | | MW: | 170.19 | | EINECS: | | | Product Categories: | | | Mol File: | 67808-64-4.mol |  |
| | Methyl 5-formyl-2-thiophenecarboxylate Chemical Properties |
| Melting point | 102℃ | | Boiling point | 304.3±27.0 °C(Predicted) | | density | 1.324±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | Appearance | Light brown to off-white Solid |
| | Methyl 5-formyl-2-thiophenecarboxylate Usage And Synthesis |
| Uses | METHYL 5-FORMYL-2-THIOPHENECARBOXYLATE is mainly used in pharmaceutical synthesis and scientific research experiments. | | Synthesis Reference(s) | Tetrahedron, 64, p. 688, 2008 DOI: 10.1016/j.tet.2007.11.030 | | Synthesis | Step 1. 5-formyl-2-thiophenecarboxylic acid (2.34 g, 15 mmol) was dissolved in DMF (25 ml) with sodium carbonate (5.57 g, 52.5 mmol) at 25 °C and iodomethane (1.15 ml, 18 mmol) was added slowly. The reaction mixture was stirred at room temperature for 20 h before the reaction was terminated by addition of water and saturated aqueous NH4Cl solution. The reaction mixture was filtered to collect the solid precipitate to give the crude methyl 5-formylthiophene-2-carboxylate. The filtrate was extracted with EtOAc (3 x 30 ml), the organic phases were combined and washed sequentially with water and brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by fast column chromatography and combined with the previously collected solids to give the final methyl 5-formylthiophene-2-carboxylate as a white solid (1.60 g, 62% yield).ESI-MS (m/z): 171.2 (M+H+). | | References | [1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 1, p. 17 - 28
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 12, p. 5982 - 5986
[3] Patent: WO2008/124582, 2008, A1. Location in patent: Page/Page column 130
[4] Patent: US5047554, 1991, A
[5] Patent: US2006/293343, 2006, A1. Location in patent: Page/Page column 89 |
| | Methyl 5-formyl-2-thiophenecarboxylate Preparation Products And Raw materials |
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