Chlorosulfonic acid → 4-acetamidonaphthalene-1-sulfonyl Chloride

HRID 883060

Reaktionsgleichung

Reaktionsgleichung von HRID 883060
[C:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([S:15]([OH:18])(=O)=[O:16])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Cl:19]S(O)(=O)=O>>[C:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([S:15]([Cl:19])(=[O:18])=[O:16])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 24638Chlorosulfonic acidHCID 4169954-Acetamidonaphthalene-1-sulfonic acid

Produkt 1

HCID 40255964-acetamidonaphthalene-1-sulfonyl ChlorideAusbeute 87 %

Versuchsvorschrift

At 0° C., 4-acetamidonaphthalene-1-sulfonic acid (5 g, 19 mmol) was slowly added to chlorosulfonic acid (25 ml). The mixture was allowed to warm to RT over 30 minutes and then stirred for 2 h. After slowly adding the reaction mixture to ice water, a fine yellow precipitate formed which was filtered, washed with water and dried under vacuum to give 4-acetamidonaphthalene-1-sulfonyl chloride (4.73 g, 87%). LC/MS (10-99% CH3CN), M/Z: M+1 obs=284.0; tR=3.06 min.

Aufarbeitung

  1. customa fine yellow precipitate formed which
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1c4fc29b83fc445b8f0eee354ded221b
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08236829B2

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