Uses
7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one is a substituted benzazepinonee derivative used in the preparation of bradycardic agents as well as isoform-selective f-current blockers.
Application
7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one is used in the industrial preparation of pharmaceuticals and can be reacted with trifluoroacetic acid to form 3,4-dimethoxyphenylacetic acid.
Definition
ChEBI: 7,8-dimethoxy-1,3-dihydro-3-benzazepin-2-one is a benzazepine.
Synthesis
1.Charge 142.0 g of N-(2,2-dimethoxyethyl)-2-(3,4-dimethoxyphenyl) acetamide, 710 ml of glacial acetic acid and 710 ml of conc. hydrochloric acid in a 3.0 L round bottom flask equipped with mechanical stirrer and thermometer pocket at 25°C.
2.Stir the mixture for 17 hours at 25°C.
3.Monitor the reaction by HPLC (starting material should be less than 4.0%).
4.Pour the reaction mixture on 3.0 kg of crushed ice, if HPLC complies.
5.Stir the mixture for 30 minutes and filter the solid material.
6.Wash the mixture with 1 L of water, suck dry and unload the material.
7.Dry the 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one under vacuum at 55-60°C till the LOD comes to below 0.5%.
References
[1] Patent: WO2010/72409, 2010, A1. Location in patent: Page/Page column 17-18
[2] Journal of Medicinal Chemistry, 1990, vol. 33, # 5, p. 1496 - 1504
[3] Patent: CN104031042, 2017, B. Location in patent: Paragraph 0109; 0110
[4] Patent: US4584293, 1986, A
[5] Patent: US4604389, 1986, A
