Reaktion #2081350

Reaktionsgleichung

2-(4-bromo-phenyl)-thiophen-3-yl amine

DBU

isopropylsulfonyl chloride

→

propane-2-sulfonic acid [2-(4-bromo-phenyl)-thiophen -3-yl]-amide

Ausbeute 94.1%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigealways <0° C.
2. 2
   SonstigeRemove the ice bath
3. 3
   workup.ADDITIONAdd satd
4. 4
   Extraktionaq. NH4Cl (10 mL) and extract the solution with EtOAc (2×10 mL)
5. 5
   SonstigeDry the combined organic layers
6. 6
   Einengenconcentrate under vacuum
7. 7
   SonstigePurify the crude residue by flash chromatography (Silica gel-Hexane/EtOAc 4:1)

Vorschrift

Add slowly to a solution of 2-(4-bromo-phenyl)-thiophen-3-yl amine(0.6 g, 2.36 mmol) in dry dichloromethane (10 mL) at 0° C., DBU 1.41 mL (9.45 mmol) and isopropylsulfonyl chloride (0.53 mL, 4.72 mmol) (Temp. always <0° C.). Remove the ice bath and stir the mixture at RT overnight. Add satd. aq. NH4Cl (10 mL) and extract the solution with EtOAc (2×10 mL). Dry the combined organic layers and concentrate under vacuum. Purify the crude residue by flash chromatography (Silica gel-Hexane/EtOAc 4:1) to give 0.8 g (94%) of propane-2-sulfonic acid [2-(4-bromo-phenyl)-thiophen -3-yl]-amide.

Quelle