Dimethylamine → 2-nitrobenzyl-N,N-dimethylsulfonamide

HRID 23394

Reaktionsgleichung

Reaktionsgleichung von HRID 23394
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][S:11](Cl)(=[O:13])=[O:12])([O-:3])=[O:2].[CH3:15][NH:16][CH3:17]>O1CCOCC1>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][S:11]([N:16]([CH3:17])[CH3:15])(=[O:13])=[O:12])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 4305447(2-nitrophenyl)methanesulfonyl Chloride

Produkt 1

HCID 131787262-nitrobenzyl-N,N-dimethylsulfonamideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-Nitro-α-toluenesulfonyl chloride (0.943 g, 4.0 mmole) was dissolved in dry dioxane (7 ml) and treated with a solution of dimethylamine (4 ml 2M solution in THF, 8.0 mmole), and stirred at room temperature for a total of 6 h. The reaction mixture was transferred to a separatory funnel and partitioned between ethyl acetate and water. The organic solution was washed with brine, dried over magnesium sulfate, filtered and evaporated to dryness to afford the pure 2-nitrobenzyl-N,N-dimethylsulfonamide, 0.829 g (85% yield).

Aufarbeitung

  1. customThe reaction mixture was transferred to a separatory funnel
  2. custompartitioned between ethyl acetate and water
  3. washThe organic solution was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-72587823e0244b7bbf8e4b0bdd642b13
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852726B2

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