Basic information Safety Supplier Related

Ethyl 6-amino-5-methoxyindole-2-carboxylate

Basic information Safety Supplier Related

Ethyl 6-amino-5-methoxyindole-2-carboxylate Basic information

Product Name:
Ethyl 6-amino-5-methoxyindole-2-carboxylate
Synonyms:
  • ETHYL 6-AMINO-5-METHOXYINDOLE-2-CARBOXYLATE
  • 6-amino-5-methoxyindole-2-carboxylic acid ethyl ester
  • 6-AMino-5-Methoxy indole-2-carboxylate
  • 6-AMino-5-Methoxy-1H-indole-2-carboxylic Acid Ethyl Ester
  • 1H-Indole-2-carboxylic acid, 6-amino-5-methoxy-, ethyl ester
  • Nicotine Intermediates Ethyl 6-amino-5-methoxyindole-2-carboxylate
  • methyl 6-amino-5-methoxy-1H-indole-2-carboxylate
CAS:
107575-60-0
MF:
C12H14N2O3
MW:
234.25
Product Categories:
  • Aromatics Compounds
  • Aromatics
  • Indole Derivatives
  • 107575-60-0
Mol File:
107575-60-0.mol
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Ethyl 6-amino-5-methoxyindole-2-carboxylate Chemical Properties

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
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Safety Information

Risk Statements 
33-36/37/38
Safety Statements 
26-37

MSDS

  • Language:English Provider:ALFA
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Ethyl 6-amino-5-methoxyindole-2-carboxylate Usage And Synthesis

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

119825-27-3

107575-60-0

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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