Dimethylamine → 4-acetyl-N,N-dimethylbenzene-1-sulfonamide

HRID 1194053

Reaktionsgleichung

Reaktionsgleichung von HRID 1194053
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:14][NH:15][CH3:16]>C1COCC1>[CH3:14][N:15]([CH3:16])[S:10]([C:7]1[CH:8]=[CH:9][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 2664184-Acetylbenzenesulfonyl chloride

Produkt 1

HCID 20640414-acetyl-N,N-dimethylbenzene-1-sulfonamideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

p-Acetylbenzenesulphonyl chloride (4.0 g, 18 mmol), aqueous dimethylamine (10 ml, 55 mmol), and THF (30 ml) were stirred together for 1 h at 20° C. and then partitioned between ethyl acetate and brine. The organic layer was dried (MgSO4) and evaporated under reduced pressure and the resulting residue recrystallised from either water or ether to give p-dimethylaminosulphonylacetophenone as fine white needles (3.8 g, 93%) m.p. 98°-99° C. (H2O); δH (dmso-d6) 8.0 (4H, ABq, aryl), 2.65 (9H, S, 3×Me).

Aufarbeitung

  1. custompartitioned between ethyl acetate and brine
  2. dry with materialThe organic layer was dried (MgSO4)
  3. customevaporated under reduced pressure
  4. customthe resulting residue recrystallised from either water or ether

Quellen und Nachweise

ORD-Eintrag
ord-94090da0a78440cfbf0b943b1bebc324
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04812470

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