Stannous Chloride → 1-(3-Amino-3-methyl-butyl)-5-methoxy-3-methyl-1,3-dihydro-benzimidazol-2-one

HRID 33393Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 33393
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]2[N:7]([CH2:12][CH2:13][C:14]([CH3:19])([N+:16]([O-])=O)[CH3:15])[C:8](=[O:11])[N:9]([CH3:10])[C:5]=2[CH:4]=1.Cl[Sn]Cl>C(O)C>[NH2:16][C:14]([CH3:19])([CH3:15])[CH2:13][CH2:12][N:7]1[C:6]2[CH:20]=[CH:21][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[N:9]([CH3:10])[C:8]1=[O:11]

Komponenten

4

Edukt 2

HCID 24479Stannous ChlorideHCID 671887485-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one

Produkt 1

HCID 671880221-(3-Amino-3-methyl-butyl)-5-methoxy-3-methyl-1,3-dihydro-benzimidazol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2.7 g (8.7 mmol) 5-methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one and 9.93 g (44.0 mmol) SnCl2 2H2O in 200 mL ethanol are refluxed for 3 hours. The reaction mixture is evaporated down, combined with sodium carbonate solution and filtered. The filtrate is extracted with ethyl acetate and the combined organic phases are washed with water, dried and freed from the solvent. The residue is dissolved in ethanol and the solution is combined with ethereal hydrochloric acid. After the solvent has been distilled off the solid remaining is stirred with diisopropylether.

Aufarbeitung

  1. customThe reaction mixture is evaporated down
  2. filtrationfiltered
  3. extractionThe filtrate is extracted with ethyl acetate
  4. washthe combined organic phases are washed with water
  5. customdried
  6. dissolutionThe residue is dissolved in ethanol
  7. distillationAfter the solvent has been distilled off the solid

Quellen und Nachweise

ORD-Eintrag
ord-275ab9c9744849938acbd953b0b242af
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429583B2

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