Реакция #684955

ord-b181145b20004641a11a34031ada03f5

Уравнение реакции

CS(=O)(=O)Cl
Methanesulfonyl chloride
C#CCNC
N-methyl-N-(2-propynyl)amine
CCN(CC)CC
Triethylamine
C#CCN(C)S(C)(=O)=O
title compound
C#CCN(C)S(C)(=O)=O
N-methyl-N-(2-propynyl)methanesulfonamide

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGstirred further at room temperature for 2 hours
  2. 2
    workup.ADDITIONAfter ice was added
  3. 3
    Экстракцияthe reaction mixture was extracted with ethyl acetate
  4. 4
    Промывкаwashed successively with 1 N hydrochloric acid
  5. 5
    Сушкаa saturated aqueous sodium hydrogencarbonate solution, and saturated brine, dried over anhydrous magnesium sulfate
  6. 6
    Фильтрацияfiltered through silica gel
  7. 7
    КонцентрированиеThe filtrate was concentrated under reduced pressure

Методика

Triethylamine (6.55 ml) was added to an ice-cooled solution of N-methyl-N-(2-propynyl)amine (2603 mg) in methylene chloride (25 ml). Methanesulfonyl chloride (3.50 ml) was further added dropwise, the reaction mixture was stirred at that temperature for 1 hour, and then stirred further at room temperature for 2 hours. After ice was added, the reaction mixture was extracted with ethyl acetate, washed successively with 1 N hydrochloric acid, a saturated aqueous sodium hydrogencarbonate solution, and saturated brine, dried over anhydrous magnesium sulfate, and then filtered through silica gel. The filtrate was concentrated under reduced pressure to give the title compound (4522 mg). The obtained compound was used in the following reaction without further purification.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07897387B2uspto-grants-2011_03