Reacción #2122520

ord-cbe44bd768d044eda2a8161069db66c8

Ecuación de reacción

Cc1nc2ccc(S(=O)(=O)N(C)C)cc2s1
Compound 24
Cc1nc2ccc(S(=O)(=O)N(C)C)cc2s1
N,N,2-trimethylbenzo[d]thiazole-6-sulfonamide
COS(=O)(=O)c1ccc(C)cc1
p-toluenesulfonic acid methyl ester
Cc1ccc(S(=O)(=O)[O-])cc1.Cc1sc2cc(S(=O)(=O)N(C)C)ccc2[n+]1C
Compound 25
Rendimiento 84.0%
Cc1ccc(S(=O)(=O)[O-])cc1.Cc1sc2cc(S(=O)(=O)N(C)C)ccc2[n+]1C
6-(N,N-dimethylsulfamoyl)-2,3-dimethylbenzo[d]thiazole-3-ium tosylate
Rendimiento 84.0%

Condiciones de reacción

Temperatura
130°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato cool to room temperature
  2. 2
    Otrothe resulting mass was triturated with ethyl acetate (25 ml) until an off-white solid
  3. 3
    Otroseparated
  4. 4
    OtroThe solid was collected by centrifugation
  5. 5
    Lavadowashed with ethyl acetate
  6. 6
    Otrodried under vacuum

Procedimiento

A mixture of Compound 24 (2.0 g, 7.8 mmol) and p-toluenesulfonic acid methyl ester (2.2 g, 11.7 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 triturated with ethyl acetate (25 ml) until an off-white solid separated. The solid was collected by centrifugation, washed with ethyl acetate and dried under vacuum to yield 2.9 g (84%) of Compound 25 whose structure is given below:

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08574881B2uspto-grants-2013_11