HCID 178448756, compound → HCID 178448755, compound

HRID 963195Notes

Reaction equation

HRID 963195 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([OH:12])=[C:8]([N+:13]([O-])=O)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].CO>[NH2:13][C:8]1[CH:7]=[N:6][N:5]([C:1]([CH3:2])([CH3:4])[CH3:3])[C:10](=[O:11])[C:9]=1[OH:12]

Participants

4

Reactant 1

HCID 178448756HCID 178448756, compound

Product 1

HCID 178448755HCID 178448755, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Into 40 ml of an absolute methanol solution of 5.3 g of 2-tert-butyl-4-hydroxy-5-nitropyridazin-3-(2H)-one, 0.5 g of palladium-carbon (containing 5% of Pd) was added in a few times at room temperature with stirring. Then, catalytic reduction was carried out overnight under hydrogen gas pressure. After completion of the reaction, the palladium-carbon was separated by filtration with celite and washed a few times with absolute methanol. The methanol was combined with the filtrate, followed by distillation under reduced pressure to obtain 4.4 g of powdery 5-amino-2-tert-butyl-4-hydroxypyridazin-3-(2H)-one.

Workup

  1. customAfter completion of the reaction
  2. customthe palladium-carbon was separated by filtration with celite
  3. washwashed a few times with absolute methanol
  4. distillationfollowed by distillation under reduced pressure

Sources & evidence

ORD record
ord-7da9609d99ec457fb69aa51080cb3377
Source dataset
uspto-grants-1998_06
Patent number
US05763439

Reaction notes

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