ChemicalBook CAS DataBase List 10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine

10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine synthesis

12synthesis methods

Product Name:10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine
CAS Number:21737-58-6
Molecular formula:C14H11NO
Molecular Weight:209.24

4698-11-7 Synthesis

4698-11-7
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10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine

21737-58-6
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$58.00/250mg

Yield:21737-58-6 97%

Reaction Conditions:

with hydrogenchloride;water in acetone at 20; for 1 - 1.5 h;

Steps:

1
EXAMPLE I; Preparation of 5,11-Dihydro-10H-dibenz[b,f]azepine-10-one (Oximinostilbene) IV; A 2-L, three-necked flask equipped with a mechanical stirrer, thermometer and nitrogen inlet was charged with 10-methoxyiminostilbene I (110.0 g, 0.49 mol) and 330 mL acetone. A 10% solution of hydrochloric acid (28.6 g, 0.08 mol) was then added. The reaction mixture was stirred at ambient temperature for 1-1.5 hours until reaction completion. The product was precipitated by the addition of 660 mL of deionized water, and the resulting suspension was stirred for 3-4 hours. The suspension was filtered and washed with water. After drying, oximinostilbene (99.92 g, 97%) was obtained as a bright yellow solid having a purity of 99% by HPLC. ¹H NMR (CDCl₃, d): 3.80, 6.87, 7.04-7.15, 7.22-7.24, 7.32-7.37, 8.04 ppm.

References:

Apotex Pharmachem Inc. US2005/282797, 2005, A1 Location in patent:Page/Page column 3

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28291-63-6 Synthesis