反応 #324356

ord-ea36cede2a55439582f41fdf9e0414d9

反応方程式

Nc1ccccc1
aniline
CCN(C(C)C)C(C)C
N,N-diisopropylethylamine
O=S1(=O)CCCO1
propane sultone
CC[NH+](C(C)C)C(C)C.CC[NH+](C(C)C)C(C)C.O=S(=O)([O-])CCCN(CCCS(=O)(=O)[O-])c1ccccc1
di[ethyl(diisopropyl)ammonium] 3-(3-sulfonatopropylanilino)-1-propanesulfonate
収率 94.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The solvent was evaporated
  2. 2
    workup.ADDITIONethylacetate was added
  3. 3
    ろ過The precipitated DIPEA bromide was filtered off
  4. 4
    その他the filtrate was evaporated
  5. 5
    workup.ADDITIONThe residue was treated with ether

実験手順

A mixture of aniline (7 mmol), N,N-diisopropylethylamine (DIPEA, 18 mmol) and propane sultone (16 mmol) was heated in a pressure tube in 10 mL of acetonitrile at 120-130° C. for 9 h under argon atmosphere. The solvent was evaporated and ethylacetate was added. The precipitated DIPEA bromide was filtered off and the filtrate was evaporated. The residue was treated with ether to give di[ethyl(diisopropyl)ammonium] 3-(3-sulfonatopropylanilino)-1-propanesulfonate as a white or pinky-white solid. Yield: 94%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08642014B2uspto-grants-2014_02