Реакция #2122518

ord-d9cd9d2e624a4c66bef0ac8371f0caa3

Уравнение реакции

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
Выход 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
Выход 78.9%

Растворители

Условия реакции

Температура
130°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураto cool to room temperature
  2. 2
    ДругоеA sticky dark brown solid separated which
  3. 3
    Промывкаwas washed with hexane
  4. 4
    Другоеdried under vacuum

Методика

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:

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08574881B2uspto-grants-2013_11