preparation of 6-bromo-1,2-benzisothiazole_kain industrial additive

background and overview^[1]

6-bromo-1,2-benzisothiazole can be used as a pharmaceutical synthesis intermediate. if 6-bromo-1,2-benzisothiazole is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing, rinse the skin thoroughly with soap and water, and seek medical attention if you feel unwell. ; if eye contact occurs, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse mouth immediately, do not induce vomiting, and seek medical attention immediately.

preparation^[1]

1) a mixture of compound 280a (2g, 10mmol), hydroxylamine hydrochloride (830mg, 12mmol) and sodium acetate (656mg, 8mmol) in water (5ml) and ethanol (20ml) was stirred under nitrogen at 25°c. keep it n for 5 hours. the solution was concentrated to dryness. the crude product was washed with water (5 ml) and dried to obtain compound 280b.

2) to a solution of compound 280b (717 mg, 3.3 mmol) in dmso (10 ml) at 25°c, potassium carbonate (638 mg, 4.6 mmol) was added. the mixture was stirred at 120°c overnight. the solution was cooled to room temperature and extracted with ethyl acetate (100 ml × 2). the combined organic layers were washed with water (50 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give compound 6-bromo-1,2-benzisothiazole 280c.

application

6-bromo-1,2-benzisothiazole can be used as a pharmaceutical synthesis intermediate. if the following reaction occurs:

compound 6-bromo-1,2-benzisothiazole 280c (197mg, 1mmol), compound 175b (334mg, 1.1mmol), potassium carbonate (414mg, 3mmol) and pd(dppf)cl2 (20mg, 0.04mmol) )mixture. dioxane (10 ml) and water (2 ml) were stirred under nitrogen at 100 °c overnight. the solution was cooled to room temperature, adjusted to ph 4 with aqueous hydrochloric acid solution (6n, 2ml), and extracted with ethyl acetate (100ml×3). the organic layer was washed with water (50 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give compound 280d.

main reference materials

[1](wo2015042397)glucosylceramidesynthaseinhibitorsforthetreatmentofdiseases