Hydrochloric Acid → 4-Aminocyclohexane-1-sulfonamide

HRID 1483837Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1483837
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH:12]1[CH2:17][CH2:16][CH:15]([S:18]([NH2:21])(=[O:20])=[O:19])[CH2:14][CH2:13]1.Cl>CCO>[NH2:3][CH:12]1[CH2:17][CH2:16][CH:15]([S:18]([NH2:21])(=[O:19])=[O:20])[CH2:14][CH2:13]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 712276614-(1,3-Dioxoisoindolin-2-yl)cyclohexane-1-sulfonamide

Produkt 1

HCID 893898974-Aminocyclohexane-1-sulfonamideAusbeute 40,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-(1,3-dioxoisoindolin-2-yl)cyclohexane-1-sulfonamide (3 g, 9.7 mmol) and NH2NH2H2O (1 mL) in EtOH (15 mL) was heated at reflux for 30 min. After cooling, the pH was adjusted with diluted HCl to 5. The mixture was concentrated in vacuo. The residue was dissipated with 35% HCl (10 mL) and heating until all solid material was dissolved. Upon cooling, a crystalline material was filtered and the filtrated was concentrated to give crude 4-aminocyclohexane-1-sulfonamide (700 mg, 40%) as a yellow solid, which was used in the next step directly.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 30 min
  3. temperatureAfter cooling
  4. concentrationThe mixture was concentrated in vacuo
  5. temperatureheating until all solid material
  6. dissolutionwas dissolved
  7. temperatureUpon cooling
  8. filtrationa crystalline material was filtered
  9. concentrationthe filtrated was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ef1803ba20484ee4ae800665696834c8
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09416132B2

Notizen zur Reaktion

Wird geladen…