تفاعل #684955

ord-b181145b20004641a11a34031ada03f5

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07897387B2uspto-grants-2011_03