Potassium Carbonate → (7-Bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol

Temperature

110 °C

A mixture of 4-bromo-7-bromomethyl-benzo[1,2,5]thiadiazole (Example 5.1) (29.05 g), potassium carbonate (65.2 g) and water (400 ml) was stirred at 110° C. for 16 hours. The reaction mixture was cooled to ambient temperature and quenched by addition of aqueous hydrochloric acid (2M) (400 ml). Ethyl acetate (600 ml) was added to the mixture. The phases were separated and the organic layer was washed successively with aqueous hydrochloric acid (2M) (400 ml), water (250 ml) and brine (250 ml), dried over sodium sulfate and concentrated to give (7-bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol (20.22 g) as a orange solid. 1H-NMR (400 MHz, CDCl3): 7.87 (d, 1H), 7.57 (d, 1H), 5.14 (s, 2H) ppm.

1. temperatureThe reaction mixture was cooled to ambient temperature
2. customquenched by addition of aqueous hydrochloric acid (2M) (400 ml)
3. additionEthyl acetate (600 ml) was added to the mixture
4. customThe phases were separated
5. washthe organic layer was washed successively with aqueous hydrochloric acid (2M) (400 ml), water (250 ml) and brine (250 ml)
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated

ORD record

ord-c3129e3e1d6c48908bd01fa54df78f60

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09216973B2