反应详情

A 100 mL round-bottom flask was charged with 2-boranyl-4-chloro-phenylamine (1.1 g, 7.9 mmol) and 4-tert-butyl benzenesulfonyl chloride (2.7 g, 11.6 mmol). The flask was evacuated and purged with nitrogen, followed by the addition of pyridine (20 mL). The homogeneous light purple solution was stirred 4 hours, and then poured onto a rapidly stirring cold slurry of 6 M HCl (66 mL) (formed by placing the acidic solution in acetonic dry ice). The resultant precipitated sulfonamide was filtered, washed thoroughly with 10% HCl, and dried in vacuo to afford purplish solid. The crude product was purified by flash chromatograph to yield 1.3 g of product as colorless solid: MS (ES) M+H expected 336.5, found 336.5.

1. customThe flask was evacuated
2. custompurged with nitrogen
3. additionfollowed by the addition of pyridine (20 mL)
4. additionpoured onto
5. stirringa rapidly stirring cold slurry of 6 M HCl (66 mL) (
6. customformed
7. customThe resultant precipitated sulfonamide
8. filtrationwas filtered
9. washwashed thoroughly with 10% HCl
10. customdried in vacuo
11. customto afford purplish solid
12. customThe crude product was purified by flash chromatograph