Sodium Hydroxide → HCID 54010443, compound

HRID 2210479Notes

Reaction equation

HRID 2210479 reaction equation
[CH2:1]([C:3]1[N+:4]([O-:18])=[C:5]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:6](=[O:13])[NH:7][C:8]=1[C:9]([O:11]C)=[O:10])[CH3:2].[OH-].[Na+]>CO>[CH2:1]([C:3]1[N+:4]([O-:18])=[C:5]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:6](=[O:13])[NH:7][C:8]=1[C:9]([OH:11])=[O:10])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19378755HCID 19378755, compound

Product 1

HCID 54010443HCID 54010443, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 7.99 g of 5-ethyl-3-isobutyl-6-methoxycarbonyl-1,2-dihydropyrazin-2-one 4-oxide in ml of methanol was added 63 ml of 2N-sodium hydroxide aqueous solution, and the mixture was stirred at room temperature for 2 hours. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in water, then under ice-cooling condition with stirring, the solution was acidified by adding 11 ml of concentrated hydrochloric acid. The crystals thus precipitated were collected by filtration, and were washed with water, then recrystallized from dichloromethanemethanol to obtain 6.24 g of 5-ethyl-3-isobutyl-1,2-dihydropyrazin-2-one-6-carboxylic acid 4-oxide.

Workup

  1. customThe solvent was removed by distillation under reduced pressure
  2. dissolutionthe resulting residue was dissolved in water
  3. temperatureunder ice-cooling condition
  4. stirringwith stirring
  5. additionby adding 11 ml of concentrated hydrochloric acid
  6. customThe crystals thus precipitated
  7. filtrationwere collected by filtration
  8. washwere washed with water
  9. customrecrystallized from dichloromethanemethanol

Sources & evidence

ORD record
ord-1d210489b44f466e97a7b94fa9fdc1dc
Source dataset
uspto-grants-1995_10
Patent number
US05459142

Reaction notes

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