Hydrochloric Acid → 2-Methoxyethylthio-phenylsulfonamide

HRID 904601

Reaktionsgleichung

Reaktionsgleichung von HRID 904601
[CH3:1][O:2][CH2:3][CH2:4][SH:5].[H-].[Na+].F[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH2:18])(=[O:17])=[O:16].Cl>O.CN(C)C=O>[CH3:1][O:2][CH2:3][CH2:4][S:5][NH:18][S:15]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:9]=1)(=[O:17])=[O:16]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 1936632-FluorobenzenesulfonamideHCID 30146442-Methoxyethanethiol

Produkt 1

HCID 569946842-Methoxyethylthio-phenylsulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3.6 of 2-methoxyethyl-mercaptan is added dropwise to a mixture of 3.5 g of 55% sodium hydride and 80 ml of dimethylformamide. To this mixture 8.0 of 2-fluorophenylsulfonamide are added. The reaction mixture is stirred for 3 hours at a temperatur of 115°-120° C. After cooling the mixture is poured into water. To this mixture 10% of hydrochlorid acid are added, and the product is extracted with ethyl acetate. The organic phase is evaporated and the residue is purified by chromatography. Yield: 6.7 g of 2-methoxyethylthio-phenylsulfonamide, m.p. 119°-121° C.

Aufarbeitung

  1. temperatureAfter cooling the mixture
  2. extractionthe product is extracted with ethyl acetate
  3. customThe organic phase is evaporated
  4. customthe residue is purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-46f1f92be4a744a29b4fcb490ebcd61f
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04419121

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