| Identification | More | [Name]
N,N-DIMETHYL METHANESULFONAMIDE | [CAS]
918-05-8 | [Synonyms]
N,N-DIMETHYL METHANESULFONAMIDE
N,N-DIMETHYLMETHANESULPHONAMIDE
TIMTEC-BB SBB007962
N,N-Dimethyl methanesulfonamide, 98+% | [EINECS(EC#)]
213-039-5 | [Molecular Formula]
C3H9NO2S | [MDL Number]
MFCD00014740 | [Molecular Weight]
123.17 | [MOL File]
918-05-8.mol |
| Questions And Answer | Back Directory | [Synthesis]
N,N-Dimethylmethanesulfonamide was obtained by acylation of dimethylamine with methanesulfonyl chloride.  Triethylamine (1.01 g, 10 mmol) was added to a solution of dimethylamine (10 mmol) dissolved in 20 mL of CH2Cl2 at -20 °C. Then, methanesulfonyl chloride (15 mmol) was slowly added at -20 °C. After stirring for 6 hours from -20 °C to room temperature, an aqueous solution of NH4Cl (3 mL) was added to the reaction mixture. The solution was extracted with CH2Cl2 (3 × 50 mL), and the combined organic phases were washed with H2O (3 × 10 mL) and brine, dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by silica gel chromatography using hexane-ether (10:1) as the eluent to give sulfonamide. |
| Hazard Information | Back Directory | [Uses]
Alkyl phenyl sulfones and N, N-dimethyl methanesulfonamide are rapidly converted into their 1,1-dilithio salts on reaction with n-butyllithium in THF—hexane. The nature of these new organometallic species was confirmed by deuteration and condensation with benzaldehyde.
| [References]
[1] A. Bongini, A. Umani-Ronchi, D. Savoia. “Synthesis and reactivity of the 1,1-dilithio derivatives of alkyl phenyl sulfones and N,N-dimethyl methanesulfonamide.” Journal of Organometallic Chemistry 112 1 (1976): 1–8.
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