Ammonia → 5-Amino-2,3-dihydro-isoindol-1-one

HRID 1039087

Reaktionsgleichung

Reaktionsgleichung von HRID 1039087
O.Cl.[N+:3]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[NH:10][CH2:9]2)([O-])=O.N>CCO.[Fe]>[NH2:3][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[NH:10][CH2:9]2

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 962WaterHCID 140056255-nitro-2,3-dihydro-1H-isoindol-1-one

Produkt 1

HCID 219562395-Amino-2,3-dihydro-isoindol-1-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

Iron powder (2.51 g, 45 mmol), water (0.97 ml) and HCl (37%, 0.74 ml), were added to a stirred suspension of the 5-nitroisoindolin-1-one (800 mg, 4.5 mmol) from step 2 of this example in EtOH (11.2 ml). The mixture was heated at 95° C. for 2 h. Ammonia (7N in MeOH) was added (1 mL) to make the pH of the mixture alkaline. The mixture was filtered to removed undissolved solids and the filter cake washed with EtOH (2×40 ml). The filtrate and organic washes were combined and concentrated in vacuum to give the titled compound.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customto removed undissolved solids
  3. washthe filter cake washed with EtOH (2×40 ml)
  4. concentrationconcentrated in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c3d19c53996c4330be95266fb33456dd
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552022B2

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