Triethylamine → 5-bromo-N-(2-(dimethylamino)ethyl)thiophene-2-sulfonamide

HRID 268966Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 268966
[Br:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:18][N:19]([CH3:23])[CH2:20][CH2:21][NH2:22]>C1COCC1>[CH3:18][N:19]([CH3:23])[CH2:20][CH2:21][NH:22][S:7]([C:5]1[S:6][C:2]([Br:1])=[CH:3][CH:4]=1)(=[O:9])=[O:8]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 66053N,N-DimethylethylenediamineHCID 27339245-Bromothiophene-2-sulfonyl chloride

Produkt 1

HCID 87167995-bromo-N-(2-(dimethylamino)ethyl)thiophene-2-sulfonamideAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a stirred solution of commercially available 5-bromo-thiophene-2-sulfonyl chloride (3.0 g, 11.5 mmol) in THF (22 ml) was added at room temperature triethylamine (1.76 ml, 12.6 mmol), the mixture was cooled (ice-water) and a solution of commercially available N,N-dimethyl-ethylenediamine (3.76 ml, 34.4 mmol) in THF (22 ml) was added drop wise. The reaction mixture was stirred at room temperature for 16 h and evaporated. The crude product was further purified by column chromatography (dichloromethane/methanol/NH4OH 16:1:0.1) to yield the title compound (3.49 g, 97%) as a light yellow oil. MS (ISN) 310.9 [(M−H)−].

Aufarbeitung

  1. customevaporated
  2. customThe crude product was further purified by column chromatography (dichloromethane/methanol/NH4OH 16:1:0.1)

Quellen und Nachweise

ORD-Eintrag
ord-062b0122f88f45f2a1b08e5e4a8fe507
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446113B2

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