Ammonia → HCID 178442466, Verbindung

HRID 1927666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927666
C1(C)C(S([CH2:10][N+:11]#[C-:12])(=O)=O)=CC=CC=1.[NH3:14].[CH3:15][C:16]([CH3:22])([CH2:20][CH3:21])[CH2:17][CH:18]=O.Cl>CO>[CH3:15][C:16]([CH3:22])([CH2:20][CH3:21])[CH2:17][C:18]1[N:14]=[CH:10][NH:11][CH:12]=1

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 3724921118993-47-8HCID 53627694Toluenesulfonylmethyl isocyanide

Produkt 1

HCID 178442466HCID 178442466, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Toluenesulfonylmethyl isocyanide (154 g, 0.9 mol) was added to a saturated solution of ammonia in methanol (7 L). After stirring at rt for 1 h, 3,3-dimethylpentanal (0.6 mol) was added over 20 min. After stirring at reflux for 3 h, the reaction mixture was poured into cold 1 N hydrochloric acid and washed with hexane. The aqueous layer was basified with 10 N aqueous sodium hydroxide and extracted with ether. The combined extracts were washed with brine, dried (magnesium sulfate), filtered and concentrated in vacuo. Chromatography over silica gel eluting with 5-10% methanol/methylene chloride afforded 4-(2,2-dimethylbutyl)-1H-imidazole.

Aufarbeitung

  1. stirringAfter stirring
  2. temperatureat reflux for 3 h
  3. washwashed with hexane
  4. extractionextracted with ether
  5. washThe combined extracts were washed with brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c9940e4090a443f9976627e4afba2a6
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183275B2

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