Реакция #324356

ord-ea36cede2a55439582f41fdf9e0414d9

Уравнение реакции

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
Выход 94.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe solvent was evaporated
  2. 2
    workup.ADDITIONethylacetate was added
  3. 3
    ФильтрацияThe precipitated DIPEA bromide was filtered off
  4. 4
    Другоеthe filtrate was evaporated
  5. 5
    workup.ADDITIONThe residue was treated with ether

Методика

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%.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08642014B2uspto-grants-2014_02