反応 #496888

ord-b7f87d96dc844dfabd25aa23d8b33cc5

反応方程式

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
O=S1(=O)CCCCO1
1-4-butane sultone
Cc1sc2cc(S(=O)(=O)N(C)C)ccc2[n+]1CCCCS(=O)(=O)[O-]
Compound 26
収率 92.0%
Cc1sc2cc(S(=O)(=O)N(C)C)ccc2[n+]1CCCCS(=O)(=O)[O-]
4-(6-(N,N-dimethylsulfamoyl)-2-methylbenzo[d]thiazole-3-ium-3-yl)butane-1-sulfonate
収率 92.0%

反応条件

温度
160°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度to cool to room temperature
  2. 2
    その他the resulting mass was triturated with ethyl acetate (40 ml) until a pink solid
  3. 3
    その他separated
  4. 4
    その他The solid was collected by centrifugation
  5. 5
    洗浄washed with ethyl acetate
  6. 6
    その他dried under vacuum

実験手順

A mixture of Compound 24 (2.55 g, 10.0 mmol) from step (a) of Example 27 and 1-4-butane sultone (2.98 g, 21.9 mmol) was heated in a pressure tube at 160° C. for 17 hours. The mixture was allowed to cool to room temperature, and the resulting mass was triturated with ethyl acetate (40 ml) until a pink solid separated. The solid was collected by centrifugation, washed with ethyl acetate and dried under vacuum to yield 3.58 g (92%) of Compound 26 with the structure:

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08759526B2uspto-grants-2014_06