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| | 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Basic information |
| Product Name: | 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER | | Synonyms: | Ethyl 2-aminocyclopenta[b]thiophene-3-carboxylate, 99+%;BUTTPARK 96\57-70;IFLAB-BB F1386-0049;ETHYL 2-AMINOCYCLOPENTA[B]THIOPHENE-3-CARBOXYLATE;ETHYL 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLATE;2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER;4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID, 2-AMINO-5,6-DIHYDRO-, ETHYL ESTER;AKOS B000470 | | CAS: | 4815-29-6 | | MF: | C10H13NO2S | | MW: | 211.28 | | EINECS: | | | Product Categories: | Thiophene | | Mol File: | 4815-29-6.mol | ![2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Structure](CAS/GIF/4815-29-6.gif) |
| | 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties |
| Melting point | 90-94 °C | | Boiling point | 386.8±42.0 °C(Predicted) | | density | 1.2079 (rough estimate) | | refractive index | 1.6800 (estimate) | | storage temp. | 2-8°C(protect from light) | | pka | 0.53±0.20(Predicted) | | Appearance | Off-white to yellow Solid | | InChI | InChI=1S/C10H13NO2S/c1-2-13-10(12)8-6-4-3-5-7(6)14-9(8)11/h2-5,11H2,1H3 | | InChIKey | BOJXCJDYZJSPMZ-UHFFFAOYSA-N | | SMILES | C12CCCC=1C(C(OCC)=O)=C(N)S2 | | CAS DataBase Reference | 4815-29-6(CAS DataBase Reference) |
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ACROS
| English |
| | 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Usage And Synthesis |
| Chemical Properties | light yellow to beige-brown crystalline powder | | Synthesis | GENERAL METHOD: Cyclopentanone (1.06 mL, 10 mmol), ethyl cyanoacetate (1.15 mL, 10 mmol), morpholine (0.90 mL, 10 mmol), and sulfur powder (0.32 g, 10 mmol) were dissolved in ethanol (10 mL) with stirring and refluxed overnight. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the solvent was subsequently removed under vacuum. The crude product was washed with cold ethanol, filtered through a sintered funnel and dried under vacuum. The dried crude product was dissolved in dichloromethane and washed with brine. The organic layer was separated and concentrated under low vacuum to afford the target compound ethyl 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate (2a), yield: 73% (1.83 g). | | References | [1] Synthetic Communications, 2010, vol. 40, # 14, p. 2067 - 2074
[2] Journal of Sulfur Chemistry, 2014, vol. 35, # 3, p. 261 - 269
[3] Chemical Communications, 2018, vol. 54, # 81, p. 11411 - 11414
[4] Archiv der Pharmazie, 2018, vol. 351, # 5,
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 2, p. 382 - 389 |
| | 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Preparation Products And Raw materials |
| Raw materials | Sulfur-->Ethyl cyanoacetate-->Piperidine-->Cyclopentanone-->ETHYL 3-BUTYNOATE-->Acetic acid, 2-cyano-2-cyclopentylidene-, ethyl ester-->N-(1-Cyclopenten-1-yl)morpholine-->Morpholine-->Ethanol | | Preparation Products | 2-(CHLOROMETHYL)-3,5,6,7-TETRAHYDRO-4H-CYCLOPENTA[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE-->5H-Cyclopenta[4,5]thieno[2,3-d]pyrimidine, 4-chloro-2-(4-chlorophenyl)-6,7-dihydro--->ethyl 2-(thiophene-2-carboxamido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate-->2-MERCAPTO-3-METHYL-3,5,6,7-TETRAHYDRO-4H-CYCLOPENTA[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE-->4-CHLORO-6-METHYL-2,3-DIHYDRO-1H-8-THIA-5,7-DIAZA-CYCLOPENTA[A]INDENE |
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