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3-CYANO-5-NITROINDOLE

Basic information Safety Supplier Related

3-CYANO-5-NITROINDOLE Basic information

Product Name:
3-CYANO-5-NITROINDOLE
Synonyms:
  • 3-CYANO-5-NITROINDOLE
  • 5-Nitroindole-3-carbonitrile
  • 1H-Indole-3-carbonitrile, 5-nitro-
CAS:
7147-14-0
MF:
C9H5N3O2
MW:
187.15
Product Categories:
  • pharmacetical
Mol File:
7147-14-0.mol
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3-CYANO-5-NITROINDOLE Chemical Properties

storage temp. 
Sealed in dry,Room Temperature
Appearance
Yellow to brown Solid
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3-CYANO-5-NITROINDOLE Usage And Synthesis

Uses

3-Cyano-5-nitroindole is mainly used in pharmaceutical synthesis and organic experiments.

Synthesis

6146-52-7

140-29-4

7147-14-0

GENERAL METHOD: A mixture of CuI (0.6 mmol), 5-nitroindole (0.5 mmol), and phenylacetonitrile (0.6 mmol) in DMF (3.0 mL) was placed in air and reacted with stirring for 34 h at 100 °C, followed by cooling to room temperature. Upon completion of the reaction, the reaction mixture was quenched with 10 mL of water followed by extraction with dichloromethane (DCM, 3 x 10 mL). The organic layers were combined, washed with saturated aqueous sodium chloride solution and dried with anhydrous magnesium sulfate (MgSO?). Finally, the solution was concentrated under reduced pressure and purified by column chromatography to afford the target product 5-nitroindole-3-carbonitrile.

References

[1] Tetrahedron, 2013, vol. 69, # 21, p. 4236 - 4240

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