Hydrochloric Acid → 2-Hydroxyimino-N-indan-5-yl-acetamide

HRID 604615

Reaktionsgleichung

Reaktionsgleichung von HRID 604615
Cl[C:2](Cl)(Cl)[CH:3]([OH:5])O.[O-]S([O-])(=O)=O.[Na+].[Na+].S(O)(O)(=O)=O.[NH2:20][OH:21].[NH2:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[CH2:28][CH2:27][CH2:26]2.Cl>O>[OH:21][N:20]=[CH:2][C:3]([NH:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[CH2:28][CH2:27][CH2:26]2)=[O:5]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 90496Indan-5-amineHCID 159255Hydroxylamine, sulfate (1:1)

Produkt 1

HCID 722820052-Hydroxyimino-N-indan-5-yl-acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution of chloral hydrate (8.34 g, 50.4 mmol) and anhydrous Na2SO4 (43 g, 303 mmol) in water (135 mL) was added a mixture of hydroxylamine sulfate (38.4 g, 234 mmol), 5-aminoindan (6 g, 45 mmol), concentrated HCl (4.71 mL) in water (45 mL). The mixture was heated at 45° C. for 1 h and at 75° C. for 2 h. The reaction mixture was cooled to room temperature. The solid formed was filtered and washed with water. The solid was dried under vacuo to afford 2-hydroxyimino-N-indan-5-yl-acetamide. 1H NMR (500 MHz, DMSO-d6) δ 12.08 (s, 1H); 10.01 (s, 1H); 7.62 (s, 1H); 7.57 (s, 1H); 7.36 (d, J=8.1 Hz, 1H); 7.14 (d, J=8.1 Hz, 1H); 2.83-2.77 (m, 4H); 2.00-1.96 (m, 2H).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe solid formed
  3. filtrationwas filtered
  4. washwashed with water
  5. customThe solid was dried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d4fe214d84e74386afb20367d301855a
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07910592B2

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