HCID 13554880, compound → 3,4-Diethoxycarbonyl-6-methyl-2-pyridone

HRID 37474Notes

Reaction equation

HRID 37474 reaction equation
N[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:5]=[C:4]([CH3:18])[N:3]=1.N([O-])=[O:20].[Na+]>Cl.O>[CH2:11]([O:10][C:8]([C:7]1[C:2](=[O:20])[NH:3][C:4]([CH3:18])=[CH:5][C:6]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:9])[CH3:12]

Participants

5

Reactant 2

HCID 13554880HCID 13554880, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 199355743,4-Diethoxycarbonyl-6-methyl-2-pyridone

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

In 90 ml of 2% hydrochloric acid was dissolved 2.52 g (10 mmol) of 2-amino-3,4-diethoxycarbonyl-6-methylpyridine. A solution of 0.83 g (1.2 eq.) of sodium nitrite dissolved in 3 ml of water was added dropwise to the solution. The mixture was stirred at room temperature for 1 hour and left standing in a refrigerator overnight. The resulting crystals were collected by filtration. The crystals were recrystallized from ethyl acetate to give colorless plates.

Workup

  1. additionwas added dropwise to the solution
  2. waitleft
  3. customstanding in a refrigerator overnight
  4. filtrationThe resulting crystals were collected by filtration
  5. customThe crystals were recrystallized from ethyl acetate
  6. customto give colorless plates

Sources & evidence

ORD record
ord-133574a6edea4a3e8e8cf537230a23b2
Source dataset
uspto-grants-1995_05
Patent number
US05420275

Reaction notes

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