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

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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
EINECS:
Product Categories:AMIDE
Mol File:1670-85-5.mol
1H-Indole-3-carboxamide(9CI) Structure
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
pka15.80±0.30(Predicted)
AppearanceOff-white to light brown Solid
Safety Information
HS Code 2933998090
MSDS Information
1H-Indole-3-carboxamide(9CI) Usage And Synthesis
Synthesis
3-Cyanoindole

5457-28-3

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

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
1H-Indole-3-carboxamide(9CI) Preparation Products And Raw materials
Raw materials3-Cyanoindole-->Sodium hydroxide-->Hydrogen peroxide-->Ethanol
Tag:1H-Indole-3-carboxamide(9CI)(1670-85-5) Related Product Information
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