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

HRID 1387280Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1387280
[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-d39fdad5c40b481891c39949eed13349
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06268365B1

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