反应 #1340633

反应方程式

2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene

3-bromo-5-methoxypyridine

ether

→

2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene

1-amino-3-bromo-5-methoxypyridinium 2,4,6-trimethylbenzenesulfonate

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   其他Synthesis, 1972, 3, 140)
2. 2
   过滤The precipitated solid was collected via filtration
3. 3
   洗涤washed with cold ether
4. 4
   workup.WAITThe solid was placed under vacuum for 30 minutes

实验过程

(Adapted from: Miki, Y. et. al.; Heterocycles 1996, 43, 2249-2256; 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene was prepared using the procedure described in Krause, J. G. Synthesis, 1972, 3, 140). A solution of 3-bromo-5-methoxypyridine (8.72 g, 46.4 mmol) in dichloromethane (93 ml) was cooled to 0° C. A solution of 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene (13.31 g, 46.4 mmol) in dichloromethane (93 ml) was added in a steady stream via canula and the mixture was allowed to stir for 1 h at 0° C. At this time, 460 mL of ether was added dropwise via addition funnel over 5 minutes. The precipitated solid was collected via filtration, and washed with cold ether. The solid was placed under vacuum for 30 minutes to afford 1-amino-3-bromo-5-methoxypyridinium 2,4,6-trimethylbenzenesulfonate as a colorless solid.

来源