Hydrazine hydrate (1:1) → 4-amino-N-methylbenzene-1-sulfonamide

HRID 2261630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2261630
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N-:13][CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O.O.NN>C(O)C.[Ni]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 866087554-Nitrobenzenesulfonyl methylamide

Produkt 1

HCID 743684-amino-N-methylbenzene-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of the crude 4-nitrobenzenesulfonyl methylamide prepared above in 45 mL of ethanol, was added a 1 mL slurry of Raney Nickel. Hydrazine monohydrate (18 mmol) was added slowly in several portions. A change in the solution colour from yellow to colourless indicated the reaction was complete. The mixture was stirred for an additional 1 hr. The solids were removed by filtration and the solvent was evaporated. The resulting crude material was purified by flash column chromatography eluting with CH2Cl2:MeOH=10:1 to yield 2.09 g (90% for two steps) of the title compound as a pale orange powder.

Aufarbeitung

  1. customThe solids were removed by filtration
  2. customthe solvent was evaporated
  3. customThe resulting crude material was purified by flash column chromatography
  4. washeluting with CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-5162aaf514124d6ea9d12f666000f301
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07847101B2

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