| Identification | Back Directory | [Name]
METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE | [CAS]
20699-85-8 | [Synonyms]
ASISCHEM D48912
ethyl thieno[3,2-f]quinoline-2-carboxylate
ethyl 5-aMinobenzo[b]thiophene-2-carboxylate
METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE
methyl 5-aminobenzo[b]thiophene-2-carboxylate
5-Aminothionaphthene-2-carboxylic acid methyl ester
5-AMINO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
Benzo[b]thiophene-2-carboxylic acid, 5-amino-, methyl ester | [Molecular Formula]
C10H9NO2S | [MDL Number]
MFCD04123924 | [MOL File]
20699-85-8.mol | [Molecular Weight]
207.25 |
| Chemical Properties | Back Directory | [Melting point ]
178-179 ºC | [Boiling point ]
382.8±22.0 °C(Predicted) | [density ]
1.352±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
3.52±0.10(Predicted) | [Appearance]
Light yellow to yellow Solid |
| Hazard Information | Back Directory | [Definition]
ChEBI: Methyl 5-amino-1-benzothiophene-2-carboxylate is a member of 1-benzothiophenes. | [Synthesis]
General procedure for the synthesis of methyl 5-aminobenzothiophene-2-carboxylate from methyl 5-nitrobenzo[b]thiophene-2-carboxylate: to a reaction flask was added methyl 5-nitrobenzo[b]thiophene-2-carboxylate (1 g, 0.004 mol), concentrated nitric acid (20 mL, 0.24 mol) and SnCl2-2H2O (4.85 g, 0.017 mol). The reaction mixture was stirred at 80 °C for 1 h and subsequently cooled to room temperature. The pH of the reaction mixture was adjusted with 10% aqueous sodium hydroxide solution to 9~11. The resulting suspension was filtered and the solid residue was washed with water and methanol sequentially to afford the target product, methyl 5-aminobenzothiophene-2-carboxylate, as a yellow solid in quantitative yield. | [References]
[1] Patent: WO2006/101454, 2006, A1. Location in patent: Page/Page column 45
[2] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 5, p. 1611 - 1618
[3] Journal of the American Chemical Society, 2000, vol. 122, # 27, p. 6382 - 6394
[4] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 9, p. 963 - 967
[5] Patent: WO2005/42513, 2005, A1. Location in patent: Page/Page column 57-58 |
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