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 (29.05 g) (Example II), 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-7ee9b8c01d1c4e54bee0cfdf34c0c103

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08859592B2