| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back Directory | [Synthesis]
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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