5H-DIBENZO(B,E)AZEPINE-6,11-DIONE Chemical Properties

Melting point:

245-246 °C

Boiling point:

230-234 °C(Press: 0.3 Torr)

Density 

1.291±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.43±0.20(Predicted)

Appearance

White to light yellow Solid

5H-DIBENZO(B,E)AZEPINE-6,11-DIONE Usage And Synthesis

Synthesis

General procedure for the synthesis of 5H-dibenzo[b,e]azepine-6,11-dione using anthraquinone as starting material: a mixed solution of concentrated sulfuric acid (25.2 mL) and dichloromethane (DCM) (8.4 mL) was cooled to 0 °C, followed by the addition of anthraquinone (1) (5 g, 24 mmol). Sodium azide (1.84 g, 28.3 mmol) was added in small batches at 0-5 °C, taking about 1 hour. The reaction mixture was stirred overnight at room temperature and then slowly poured into ice water (300 mL). The product was collected by filtration, washed with water to neutral to remove residual acid, and dried to afford 5H-dibenzo[b,e]azepine-6,11-dione (2) as a white solid (5.3 g, 100% yield). Mass spectral data: m/z = 224 ([M + H]+).

References

[1] Patent: WO2007/25938, 2007, A1. Location in patent: Page/Page column 13
[2] Patent: WO2006/116157, 2006, A2. Location in patent: Page/Page column 112
[3] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 3, p. 441 - 446
[4] Journal of the Chemical Society, 1958, p. 4200
[5] Gazzetta Chimica Italiana, 1953, vol. 83, p. 533,536

5H-DIBENZO(B,E)AZEPINE-6,11-DIONE(1143-50-6)Related Product Information

• 5H-DIBENZO(B,E)AZEPINE-6,11-DIONE
• 6,11-DIHYDRO-5H-DIBENZO[B,E]AZEPINE