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ChemicalBook CAS DataBase List Benzothiazole, 7-bromo- (7CI,8CI)

Benzothiazole, 7-bromo- (7CI,8CI) synthesis

3synthesis methods
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Yield: 75%

Reaction Conditions:

Stage #1:6-amino-7-bromo-1,3-benzothiazole with sulfuric acid;sodium nitrite at 20; for 0.333333 h;
Stage #2: with hypophosphorous acid at 50;
Stage #3: with sodium carbonate; pH=9 - 10

Steps:

30
Example 30; 7-Bromo-benzothiazoleSodium nitrite (0.229 g, 3.3 mmol) was added to a solution of 7-bromo-benzothiazol-6-ylamine (0.380 g, 1.66 mmol, described in WO 97/31636) in sulfuric acid (10 mL) and the resulting mixture was stirred at room temperature for 20 min. Hypophosphorous acid (10 mL) was added and the mixture was heated at 50° C. overnight. The pH was adjusted to 9-10 by addition of sodium carbonate, and the crude product was removed by filtration and washed with water. Purification by prep-HPLC gave 0.265 g (75% yield) of the title compound as a white solid: LC-MS (EI) m/z 213 (M++1).

References:

AstraZeneca AB US2011/98292, 2011, A1 Location in patent:Page/Page column 1