反应 #45447

反应方程式

4-bromo-2-iodo-phenylamine

thiacetamide

→

desired product

收率 48.2%

6-bromo-2-methyl-1,3-benzothiazole

收率 48.2%

溶剂

DMF

反应条件

后处理

1. 1
   其他partitioned between water and ethyl acetate
2. 2
   干燥The organic phase was dried (Na2SO4)
3. 3
   浓缩concentrated
4. 4
   其他The concentrate was purified by flash chromatography on silica gel using 20% hexanes/methylene chloride

实验过程

A solution of 4-bromo-2-iodo-phenylamine (1.5 g, 5.0 mmol), thiacetamide (381 mg, 5.0), cupric oxide (280 mg, 3.5 mmol), dppf (56 mg, 0.10 mmol), Pd2(dba)3 (48 mg, 0.052 mmol) in DMF was heated at 60° C. for 1 hour, cooled to room temperature, partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and concentrated. The concentrate was purified by flash chromatography on silica gel using 20% hexanes/methylene chloride to give 550 mg (40% yield) of the desired product. MS (ESI(+)) m/e 227.8, 229.8 (M+H)+.

来源