ChemicalBook--->CAS DataBase List--->90271-86-6

90271-86-6

90271-86-6 Structure

90271-86-6 Structure
IdentificationBack Directory
[Name]

5-Bromo-3-cyanoindole
[CAS]

90271-86-6
[Synonyms]

5-BROMO-3-CYANOINDOLE
5-BROMO-3-FLUOROINDOLE
5-Bromo-3-cyano-1H-indole
5-Bromoindole-3-carbonitrile
5-Bromo-1H-indole-3-carbonitrile
1H-Indole-3-carbonitrile, 5-bromo-
5-BroMoindole-3-lindoleforMonitrile
5-Bromo-1H-indole-3-carbonitrile 97%
[Molecular Formula]

C9H5BrN2
[MDL Number]

MFCD04127133
[MOL File]

90271-86-6.mol
[Molecular Weight]

221.05
Chemical PropertiesBack Directory
[Boiling point ]

405.9±25.0 °C(Predicted)
[density ]

1.74±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

13?+-.0.30(Predicted)
[Appearance]

Light brown to brown Solid
[InChI]

InChI=1S/C9H5BrN2/c10-7-1-2-9-8(3-7)6(4-11)5-12-9/h1-3,5,12H
[InChIKey]

ZPUQCVKBNRGSAP-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=C(Br)C=C2)C(C#N)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

5-Bromo-3-cyanoindole(90271-86-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Bromoindole

10075-50-0

Chlorosulfonyl isocyanate

1189-71-5

5-Bromo-3-cyanoindole

90271-86-6

GENERAL METHOD: To a solution of 5-bromoindole (6.8 mmol) in anhydrous acetonitrile (6.0 mL) was slowly added chlorosulfonyl isocyanate (CSI) (0.63 mL, 7.25 mmol) dropwise at 0 °C, and the reaction mixture was kept stirring at 0 °C for 2 hours. Subsequently, anhydrous dimethylformamide (DMF) (1.3 mL, 170.0 mmol) was added dropwise and stirring was continued at 0 °C for 2 hours. Upon completion of the reaction, the mixture was poured into water and the resulting precipitate was collected by filtration. The precipitate was dried over anhydrous Na2SO4 and purified by column chromatography with the eluent being petroleum ether/ethyl acetate (40/60) or pure ethyl acetate to afford the target product 5-bromo-3-cyanoindole.

[References]

[1] Marine Drugs, 2018, vol. 16, # 8,
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