Application of 6326-79-0,Some common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, molecular formula is C8H4BrNO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a stirred solution of sodium hydroxide (0.48 g, 12.0 mmol) in water (8 ml) was added 6-bromoisatin (2.5 g, 11.0 mmol). The reaction mixture was gently heated until it became dark red. This dark-red solution was cooled to 0 C and mixed with a solution of sodium nitrite (0.76 g, 11 mmol) in water (3 ml) at 0 C. The combined solution was then added to a rapidly stirred solution of sulphuric acid (1.1 ml, 22.0 mmol) in water (42 ml) via dropping funnel at 0 C. The rate of addition was maintained such that the temperature of reaction mixture should not rise above 5 C. After completion of addition, the brownish- yellow solution was stirred for 15 minutes. Then a cold solution of stannous chloride dihydrate (6 g, 26.5 mmol) in concentrated hydrochloric acid (10 ml) was added from a dropping funnel to the stirred solution of the diazo-compound. The mixture was stirred for another 1 hour after the addition was complete. The crude product, a yellow to brown paste, was collected on a Buckner funnel (1.75 g, 65%) and used for the subsequent step directly without further purification. LCMS: m/z = 239.16 [M-l], 241.20 [M+l].
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromoisatin, its application will become more common.
Reference:
Patent; CONSTELLATION PHARMCEUTICALS, INC.; WILSON, Jonathan, E.; LEVELL, Julian, R.; (152 pag.)WO2019/161157; (2019); A1;,
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