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

HRID 1005410Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1005410
[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-b061fbd2fa5a41b7b1ec00cca6caa904
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06054470

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