4-Methoxy-indoline-2,3-dione Chemical Properties

Density 

1.346±0.06 g/cm3(Predicted)

storage temp. 

Store at room temperature

pka

9.33±0.20(Predicted)

Appearance

Yellow to orange Solid

4-Methoxy-indoline-2,3-dione Usage And Synthesis

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 7303, 1994 DOI: 10.1016/0040-4039(94)85299-5

Synthesis

General procedure for the synthesis of 4-methoxyindoline-2,3-dione from 4-methoxyindole: 4-methoxyindole (18.25 mg, 0.17 mmol, 1.0 eq.) was dissolved in 1,2-dichloroethane (DCE) (2 mL), which was subsequently added to a solution containing pyridinium chlorochromate (PCC) (273 mg, 1.36 mmol, 8.0 equivalents) in a DCE solution (2 mL) and aluminum chloride (7 mg, 0.05 mmol, 0.3 equivalents) was added. The reaction mixture was heated at 80 °C for 2 h and then concentrated to dryness. The residue was purified by fast column chromatography (FCC) (eluent: ethyl acetate-hexane, 1:1) to afford 4-methoxyindoline-2,3-dione (16 mg, 0.09 mmol, 53% yield) in yellow powder form. The spectral data of the obtained compound were in agreement with literature reports.

References

[1] RSC Advances, 2015, vol. 5, # 46, p. 37018 - 37022
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 2, p. 1 - 22

4-Methoxy-indoline-2,3-dione(108937-87-7)Related Product Information

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• 4-CHLOROISATIN
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