Sodium Bicarbonate → 1-(4-Methoxybenzyl)-5-bromo-4-methyl-3-amino-2-pyridone

HRID 1594665Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594665
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[CH:13]=[C:12]([Br:14])[C:11]([CH3:15])=[C:10]([N+:16]([O-])=O)[C:9]2=[O:19])=[CH:5][CH:4]=1.C([O-])(O)=O.[Na+]>C(O)(=O)C.Cl.O>[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[CH:13]=[C:12]([Br:14])[C:11]([CH3:15])=[C:10]([NH2:16])[C:9]2=[O:19])=[CH:5][CH:4]=1

Komponenten

6

Edukt 2

HCID 516892Sodium BicarbonateHCID 217064791-(4-Methoxybenzyl)-5-bromo-4-methyl-3-nitro-2-pyridone

Produkt 1

HCID 217064931-(4-Methoxybenzyl)-5-bromo-4-methyl-3-amino-2-pyridoneAusbeute 61,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-(4-methoxybenzyl)-5-bromo-4-methyl-3-nitro-2-pyridone (0.23 g 0.65 mmol) in glacial acetic acid (3 mL) was added a solution of stannous chloride dihydrate (1.0 g) in concentrated HCl (2 mL). After 3.5 hours, the reaction mixture was diluted with water, neutralized with NaHCO3, and extracted with methylene chloride. The organic phase was dried, filtered, and evaporated to give 1-(4-methoxybenzyl)-5-bromo-4-methyl-3-amino-2-pyridone (0.13 g, 0.40 mmol, 61%).

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d1305c411cdf4f59b54002cc1c333e84
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284768B1

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