反应 #2122518

ord-d9cd9d2e624a4c66bef0ac8371f0caa3

反应方程式

CCCCCCN(CCCCCC)S(=O)(=O)c1ccc2nc(C)sc2c1
Compound 20
CCCCCCN(CCCCCC)S(=O)(=O)c1ccc2nc(C)sc2c1
N,N-dihexyl-2-methylbenzo[d]thiazole-6-sulfonamide
COS(=O)(=O)c1ccc(C)cc1
p-toluenesulfonic acid methyl ester
CCCCCC
hexane
CCCCCCN(CCCCCC)S(=O)(=O)c1ccc2c(c1)sc(C)[n+]2C.Cc1ccc(S(=O)(=O)[O-])cc1
Compound 21
收率 78.9%
CCCCCCN(CCCCCC)S(=O)(=O)c1ccc2c(c1)sc(C)[n+]2C.Cc1ccc(S(=O)(=O)[O-])cc1
6-(N,N-dihexylsulfamoyl)-2,3-dimethylbenzo[d]-thiazole-3-ium tosylate
收率 78.9%

反应条件

温度
130°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度to cool to room temperature
  2. 2
    其他A sticky dark brown solid separated which
  3. 3
    洗涤was washed with hexane
  4. 4
    其他dried under vacuum

实验过程

A mixture of Compound 20 (2.0 g, 5.0 mmol) and p-toluenesulfonic acid methyl ester (1.4 g, 7.5 mmol) was heated in a pressure tube at 130° C. for 2 hours. The mixture was allowed to cool to room temperature, and the resulting mass was dissolved in ethyl acetate (4 ml). The combined mixture was then added drop wise to hexane (40 ml). A sticky dark brown solid separated which was washed with hexane and dried under vacuum to yield 2.3 g (78%) of Compound 21 which was used without any further purification. The structure of this compound is given below:

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08574881B2uspto-grants-2013_11