Basic information Safety Supplier Related

1H-Indole-3-carboxamide(9CI)

Basic information Safety Supplier Related

1H-Indole-3-carboxamide(9CI) Basic information

Product Name:
1H-Indole-3-carboxamide(9CI)
Synonyms:
  • 1H-Indole-3-carboxamide(9CI)
  • indole-3-yl carboxylic acid amide
  • 2,6-Piperidinedione,3-[(6-chlorophenyl)methyl]-
CAS:
1670-85-5
MF:
C9H8N2O
MW:
160.17
Product Categories:
  • AMIDE
Mol File:
1670-85-5.mol
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1H-Indole-3-carboxamide(9CI) Chemical Properties

Melting point:
201 °C
Boiling point:
457.6±18.0 °C(Predicted)
Density 
1.328±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
15.80±0.30(Predicted)
Appearance
Off-white to light brown Solid
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Safety Information

HS Code 
2933998090
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1H-Indole-3-carboxamide(9CI) Usage And Synthesis

Synthesis

5457-28-3

1670-85-5

GENERAL METHOD: To an anhydrous ethanol solution of 3-cyanoindole (15 mmol) was added 40% aqueous NaOH (5 mL) under stirring conditions. The reaction process was monitored by thin layer chromatography (TLC). Subsequently, 30% aqueous H2O2 solution (10.5 mL, 104.7 mmol) was slowly added dropwise to the reaction mixture. Upon completion of the reaction, the precipitated solid was collected by filtration, washed with water and recrystallized with anhydrous ethanol. Finally, the product was dried under vacuum to give 1H-indole-3-carboxamide (20a). The product was a white solid in 75% yield with a melting point of 195-197 °C (literature value 197-199 °C [31]).1H NMR (δ, ppm): 6.84 (s, 1H, NH), 7.13-7.21 (m, 2H, ArH), 7.47 (d, J = 8.0 Hz, 2H, ArH), 8.08 (s, 1H, NH), 8.20 (d, J = 7.5 Hz, 1H, ArH), 11.60 (s, 1H, NH).

References

[1] Applied Organometallic Chemistry, 2014, vol. 28, # 12, p. 900 - 907
[2] Catalysis Science and Technology, 2015, vol. 5, # 3, p. 1606 - 1622
[3] Synthetic Communications, 2013, vol. 43, # 21, p. 2867 - 2875
[4] Dalton Transactions, 2016, vol. 45, # 34, p. 13590 - 13603
[5] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 3006 - 3016

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