Sodium Iodide → N-[4-(3-Iodo-1-propyloxy)phenyl]methanesulfonamide

HRID 1030276Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1030276
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:8][CH:7]=1.[I-:17].[Na+]>CC(C)=O>[I:17][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:8][CH:7]=1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 19822347N-[4-(3-Chloro-1-propyloxy)phenyl]methanesulfonamide

Produkt 1

HCID 19822359N-[4-(3-Iodo-1-propyloxy)phenyl]methanesulfonamideAusbeute 96,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of N-[4-(3-chloro-1-propyloxy)phenyl]methanesulfonamide (1.03 g, 3.90 mmol) and sodium iodide (1.75 g, 11.70 mmol) in acetone (15 mL) was heated under reflux for 18 hours. The mixture was concentrated, taken up in EtOAc, and washed with brine, 10% aqueous sodium bisulfite, and brine. The organic phase was dried (MgSO4) and concentrated to give 1.34 g (96%) of product as an off-white solid m.p. 109°-111° C.

Aufarbeitung

  1. temperatureunder reflux for 18 hours
  2. concentrationThe mixture was concentrated
  3. washwashed with brine, 10% aqueous sodium bisulfite, and brine
  4. dry with materialThe organic phase was dried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b9c2efe2389f4fba86b97cbb3cda15c3
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05104892

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