Identification | Back Directory | [Name]
Ethyl 6-amino-5-methoxyindole-2-carboxylate | [CAS]
107575-60-0 | [Synonyms]
6-AMino-5-Methoxy indole-2-carboxylate ETHYL 6-AMINO-5-METHOXYINDOLE-2-CARBOXYLATE 6-amino-5-methoxyindole-2-carboxylic acid ethyl ester 6-AMino-5-Methoxy-1H-indole-2-carboxylic Acid Ethyl Ester | [Molecular Formula]
C12H14N2O3 | [MDL Number]
MFCD08064224 | [MOL File]
107575-60-0.mol | [Molecular Weight]
234.25 |
Chemical Properties | Back Directory | [Appearance]
Slightly Yellowish-Brown Solid | [Melting point ]
164-166°C | [Boiling point ]
439.3±40.0 °C(Predicted) | [density ]
1.283±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [solubility ]
Soluble in dichloromethane, ethyl acetate and methanol. | [form ]
Solid | [pka]
15.95±0.30(Predicted) | [color ]
Slightly Yellowish-Brown |
Hazard Information | Back Directory | [Chemical Properties]
Slightly Yellowish-Brown Solid | [Uses]
Ethyl 6-amino-5-methoxyindole-2-carboxylate is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. | [Synthesis]
The experimental procedure for the synthesis of ethyl 6-amino-5-methoxyindole-2-carboxylate using pyrroloquinoline impurity 1 as starting material was as follows: the experiment was divided into six groups, each using a different sample solution of heteropolyacid as catalyst. The procedure was as follows: compound 6 (0.524 g, 2 mmol) and benzylamine (0.321 g, 0.328 ml, 3 mmol) were placed in a 10 ml flask, and heteropolyacid ionic liquids (0.04 mmol) were added as catalysts, respectively. The reaction mixture was heated by microwave heating at 140 °C for 90 min. After completion of the reaction, 20 ml of ethyl acetate was added to the mixture and stirred thoroughly for 30 minutes. Subsequently, the mixture was filtered and the filtrate was concentrated to dryness by evaporation and finally purified by recrystallization to obtain the target product compound 7. | [References]
[1] Patent: CN104557921, 2018, B. Location in patent: Paragraph 0101-011 [2] Helvetica Chimica Acta, 1993, vol. 76, # 4, p. 1667 - 1673 [3] Patent: WO2006/102642, 2006, A1. Location in patent: Page/Page column 9; 15; 1/6 [4] Tetrahedron Letters, 1988, vol. 29, # 30, p. 3709 - 3712 |
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