|
|
| | 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Basic information |
| Product Name: | 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER | | Synonyms: | 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid methyl ester;2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER;1-BENZOTHIOPHENE-3-CARBOXYLIC ACID, 2-AMINO-4,5,6,7-TETRAHYDRO-, METHYL ESTER;AKOS B000467;AKOS BBS-00000703;AKOS BBB/011;METHYL 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXYLATE;ASISCHEM Z95321 | | CAS: | 108354-78-5 | | MF: | C10H13NO2S | | MW: | 211.28 | | EINECS: | | | Product Categories: | | | Mol File: | 108354-78-5.mol | ![2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Structure](CAS/GIF/108354-78-5.gif) |
| | 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Chemical Properties |
| Melting point | 128-131°C | | Boiling point | 399.0±42.0 °C(Predicted) | | density | 1.273±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | pka | 0.52±0.20(Predicted) | | Appearance | White to off-white Solid | | CAS DataBase Reference | 108354-78-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | HazardClass | IRRITANT |
| | 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis |
| Synthesis | Methyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (Compound 1) was synthesized from cyclohexanone and methyl cyanoacetate by standard Gewald reaction. The procedure was as follows: to a stirred solution of cyclohexanone (4.91 g, 0.05 mol), methyl cyanoacetate (4.95 g, 0.05 mol), and sulfur (1.92 g, 0.06 mol) in 35 mL of ethanol, morpholine (4.4 g, 0.05 mol) was slowly added dropwise. After the dropwise addition was completed, the reaction mixture was refluxed for 3 hours. After completion of the reaction, it was cooled to room temperature and the precipitate was collected by filtration. Purification by ethanol recrystallization gave a light yellow powdery product (8.6 g, 82% yield). The melting point of the product was 128.2-129.4 °C (literature value: 128-130 °C), and mass spectrometry (GC-MS) analysis showed a m/z of 211 [M + H]+ and fragment ion peaks of 179, 151, 125, 91, 77, 65, 53. | | References | [1] Asian Journal of Chemistry, 2010, vol. 22, # 9, p. 7399 - 7404
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 12, p. 1942 - 1956
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 8, p. 1866 - 1871
[4] Tetrahedron, 2006, vol. 62, # 29, p. 7121 - 7131
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 8, p. 1947 - 1953 |
| | 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Preparation Products And Raw materials |
|