Tert-Butylamine → 2-bromo-N-tert-butylbenzenesulfonamide

HRID 257551

Reaktionsgleichung

Reaktionsgleichung von HRID 257551
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8](Cl)(=[O:10])=[O:9].[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:16][C:12]([CH3:15])([CH3:14])[CH3:13])(=[O:10])=[O:9]

Komponenten

4

Edukt 2

HCID 6385Tert-ButylamineHCID 5204032-Bromobenzenesulfonyl chloride

Produkt 1

HCID 48250142-bromo-N-tert-butylbenzenesulfonamideAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-bromobenzenesulfonyl chloride (Lancaster Synthesis) (2.21 g, 8.65 mmol) in chloroform (40 ml) under nitrogen at room temperature was added tert-butylamine (Aldrich) (2.30 ml, 21.9 mmol). The orange solution was stirred at room temperature for 12 hours, then the mixture evaporated to dryness. Flash chromatography (silica gel, 15% ethyl acetate-hexane) afforded the title compound, (2.12 g, 84%) as a white solid; 1H NMR (300 MHz, CDCl3) δ8.18 (d, J=8.5 Hz, 1H), 7.73 (d, J=8.5 Hz, 1H), 7.50-7.35 (m, 2H), 5.11 (s, 1H), 1.20 (s, 9H).

Aufarbeitung

  1. customthe mixture evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-8751ad3215fa48168525e4c0dc37c03c
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262412

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