5H-Dibenzo(b,e)azepine-6,11-dione

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5H-Dibenzo(b,e)azepine-6,11-dione manufacturers

5H-Dibenzo(b,e)azepine-6,11-dione Basic information
Product Name:5H-Dibenzo(b,e)azepine-6,11-dione
Synonyms:5H-dibenz[b,e]azepine-6,11-dione;6,11(5H)-Morphanthridinedione;5H-benzo[c][1]benzazepine-6,11-dione;5H-Dibenzo[b,e]azepine-6,11-dione - [D72102];5H-dibenzenebenzo[b,e]aza-6,1-dione;5H-Dibenzo[b,e]azepin-6,11-dione;5H-Dibenzo(b,e)azepine-6,11-dione
CAS:1143-50-6
MF:C14H9NO2
MW:223.23
EINECS:214-539-6
Product Categories:Building Blocks/Intermediates
Mol File:1143-50-6.mol
5H-Dibenzo(b,e)azepine-6,11-dione Structure
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
pka12.43±0.20(Predicted)
AppearanceWhite to light yellow Solid
Safety Information
MSDS Information
5H-Dibenzo(b,e)azepine-6,11-dione Usage And Synthesis
Synthesis
Anthraquinone

84-65-1

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

1143-50-6

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
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