1-(4-Methoxybenzyl)-5-iodo-4-methyl-3-nitro-2-pyridone → 3-Amino-1-(4-methoxybenzyl)-5-iodo-4-methyl-2-pyridone

HRID 1594669Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594669
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[CH:13]=[C:12]([I:14])[C:11]([CH3:15])=[C:10]([N+:16]([O-])=O)[C:9]2=[O:19])=[CH:5][CH:4]=1>C(O)(=O)C.Cl>[NH2:16][C:10]1[C:9](=[O:19])[N:8]([CH2:7][C:6]2[CH:20]=[CH:21][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:13]=[C:12]([I:14])[C:11]=1[CH3:15]

Komponenten

4

Edukt 1

HCID 217065161-(4-Methoxybenzyl)-5-iodo-4-methyl-3-nitro-2-pyridone

Produkt 1

HCID 217064763-Amino-1-(4-methoxybenzyl)-5-iodo-4-methyl-2-pyridoneAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-(4-methoxybenzyl)-5-iodo-4-methyl-3-nitro-2-pyridone (1.00 g, 2.5 mmol) in acetic acid (12 mL), cooled on ice, was added a solution of stannous chloride dihydrate (2.85 g, 12.6 mmol) in concentrated HCl (8 mL). After 1 hour the mixture was filtered, and the filtrate was neutralized with solid sodium carbonate (adding water as necessary). The mixture was extracted with methylene chloride, and the organic phase was washed, dried, and evaporated to give 3-amino-1-(4-methoxybenzyl)-5-iodo-4-methyl-2-pyridone (0.265 g, 29%) as an oil.

Aufarbeitung

  1. filtrationAfter 1 hour the mixture was filtered
  2. extractionThe mixture was extracted with methylene chloride
  3. washthe organic phase was washed
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2cbe5f397dd54083a1a8d0e1b29d439f
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284768B1

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