799293-85-9

3-Bromothieno[3,2-c]pyridin-4-amine is used in preparation of organic compounds for organic electroluminescent devices.

The general procedure for the synthesis of 3-bromothieno[3,2-c]pyridin-4-amine from 3-bromo-4-chlorothieno[3,2-c]pyridine is as follows: 3-bromo-4-chlorothieno[3,2-c]pyridine (3 g, 12 mmol, prepared according to the method described in Bull.Soc.Chim.Belges 1970,79,407-414) was mixed with concentrated ammonia (100 mL) and p-dioxane (100 mL) was mixed, sealed in a stainless steel high-pressure reactor, and the reaction was stirred at 150°C for 18 hours. Upon completion of the reaction, the mixture was concentrated to half the original volume, diluted with water and extracted with ethyl acetate. The organic extracts were combined, washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated to afford the target product 3-bromothieno[3,2-c]pyridin-4-amine 2.6 g in 94% yield. The product was identified by 1H NMR (DMSO-d6, 400 MHz): δ 7.83 (d, 1H), 7.77 (s, 1H), 7.26 (d, 1H), 6.48 (br s, 2H); mass spectrum (MS) m/e 229 (M + H)+.

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