Potassium Carbonate → (7-Bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol
Reaction equation
[Br:1][C:2]1[C:7]2=[N:8][S:9][N:10]=[C:6]2[C:5]([CH2:11]Br)=[CH:4][CH:3]=1.C(=O)([O-])[O-:14].[K+].[K+]>O>[Br:1][C:2]1[C:7]2[C:6](=[N:10][S:9][N:8]=2)[C:5]([CH2:11][OH:14])=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
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.