| Identification | Back Directory | [Name]
ETHYL 2-AMINOINDOLE-3-CARBOXYLATE | [CAS]
6433-72-3 | [Synonyms]
ETHYL 2-AMINOINDOLE-3-CARBOXYLATE
ethyl 2-aminoindoline-3-carboxylate
2-AMINOINDOLE-3-CARBOXYLIC ETHYL ESTER
2-AMINOINDOLE-3-CARBOXYLIC ACID, ETHYL ESTER
1H-Indole-3-carboxylicacid, 2-amino-, ethyl ester
1H-Indole-3-carboxylicacid,2-amino-,ethylester(9CI) | [Molecular Formula]
C11H12N2O2 | [MDL Number]
MFCD01568663 | [MOL File]
6433-72-3.mol | [Molecular Weight]
204.23 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Crystalline Solid | [Melting point ]
178-180°C | [Boiling point ]
400.1±25.0 °C(Predicted) | [density ]
1.288±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
Benzene, DMSO, Methanol | [form ]
Solid | [pka]
17.31±0.30(Predicted) | [color ]
Off-White to Brown |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Crystalline Solid | [Uses]
Ethyl 2-Aminoindole-3-carboxylate (cas# 6433-72-3) is a compound useful in organic synthesis. | [Synthesis]
Step 2. Synthesis of ethyl 2-amino-1H-indole-3-carboxylate [Formula 12-3]: Ethyl 2-cyano-2-(2-nitrophenyl)acetate [Formula 12-2] (16 g, 68.315 mmol) was dissolved in acetic acid (200 mL), and zinc powder (17.86 g, 273.25 mmol) was added, and the reaction was stirred for 24 hr at 65 °C. Upon completion of the reaction, the zinc powder was removed by diatomaceous earth filtration and the acetic acid was removed by distillation under reduced pressure to give a solid product. The resulting solid was dissolved in excess dichloromethane and subsequently crystallized by addition of hexane to give ethyl 2-aminoindole-3-carboxylate (6 g, 44% yield). | [References]
[1] Chinese Journal of Chemistry, 2013, vol. 31, # 2, p. 263 - 266
[2] Patent: WO2013/62344, 2013, A1. Location in patent: Page/Page column 28; 99
[3] Patent: US2014/315889, 2014, A1. Location in patent: Paragraph 0472-0474
[4] Tetrahedron Letters, 2006, vol. 47, # 2, p. 159 - 162
[5] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 20, p. 6123 - 6133,11 |
|
|