Ammonium Hydroxide → 5,6-Dichloropyridine-3-sulfonamide

HRID 706985Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 706985
[Cl:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[Cl:8].[NH4+:13].[OH-]>C(O)(C)C>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:13])(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[Cl:8]

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 47369115,6-dichloropyridine-3-sulfonyl Chloride

Produkt 1

HCID 47309215,6-Dichloropyridine-3-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 5,6-dichloropyridine-3-sulfonyl chloride (32.16 g) in isopropyl alcohol (300 mL) at 0° C. was added a 30% aqueous solution of NH4OH (50.8 mL). After stirring overnight, the solvent was reduced to ⅓ of the original volume. It was then partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was chromatographed on silica gel. The material was then slurried in 1:9 ethyl acetate/hexanes, filtered and dried under vacuum to give the title compound.

Aufarbeitung

  1. customIt was then partitioned between water and ethyl acetate
  2. extractionThe aqueous layer was extracted with additional ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel
  8. filtrationfiltered
  9. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e321968a379e45eba9520c2cd27767ed
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174982B2

Notizen zur Reaktion

Wird geladen…