反应 #2122519

反应方程式

Compound 2

2-methylbenzothiazole-6-sulfonyl chloride

N,N-dimethyl amine

triethylamine

hexane

→

Compound 24

收率 93.0%

N,N,2-trimethylbenzo[d]thiazole-6-sulfonamide

收率 93.0%

溶剂

ethyl acetate

tetrahydrofuran

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added drop
2. 2
   其他Solvents were removed by rotary evaporation
3. 3
   其他the residue thus obtained
4. 4
   其他was partitioned between chloroform (100 ml) and water (100 ml)
5. 5
   洗涤The organic layer was then washed with water (2×, 100 ml) and brine (1×, 100 ml)
6. 6
   干燥dried over sodium sulfate
7. 7
   其他evaporated
8. 8
   其他The oily residue thus obtained
9. 9
   温度The mixture was cooled in the refrigerator overnight
10. 10
    其他the white solid that precipitated
11. 11
    其他was collected
12. 12
    洗涤washed with hexane
13. 13
    其他dried

实验过程

A solution of Compound 2 (5.0 g, 20.2 mmol) from step (b) of Example 1 dissolved in tetrahydrofuran (THF, 30 ml) was added drop wise to a mixture of 2M N,N-dimethyl amine in THF (12 mL, 24.2 mmol) and triethylamine (5.6 ml, 40.4 mmol). The resultant mixture was stirred at room temperature for 3 hours. Solvents were removed by rotary evaporation and the residue thus obtained was partitioned between chloroform (100 ml) and water (100 ml). The organic layer was then washed with water (2×, 100 ml) and brine (1×, 100 ml), dried over sodium sulfate and evaporated. The oily residue thus obtained was dissolved in ca. 5 ml of hot ethyl acetate and this solution was then slowly added to 45 ml hexane. The mixture was cooled in the refrigerator overnight and the white solid that precipitated was collected, washed with hexane and dried to yield 4.8 g (93%) of Compound 24 whose structure is given below:

来源