반응 #2122518

ord-d9cd9d2e624a4c66bef0ac8371f0caa3

반응 방정식

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
수율 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
수율 78.9%

반응 조건

온도
130°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도to cool to room temperature
  2. 2
    기타A sticky dark brown solid separated which
  3. 3
    세척was washed with hexane
  4. 4
    기타dried under vacuum

실험 절차

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:

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08574881B2uspto-grants-2013_11