HCID 54087479, compound → HCID 54255059, compound

HRID 268085Notes

Reaction equation

HRID 268085 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][C:13]([C:15](=[N:17][OH:18])[NH2:16])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][C:13]([C:15](=[N:17][OH:18])[NH2:16])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 54087479HCID 54087479, compound

Product 1

HCID 54255059HCID 54255059, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 55 g (0.19 mole) of the compound of Example II, 500 ml of CH3OH and one teaspoon of 5% Pd/C (50% H2O) was shaken on the Parr apparatus with the theoretical amount of H2 being absorbed. The catalyst was removed by filtration and the solvent removed on the Calab evaporator leaving a residual solid which was washed in refluxing acetonitrile. The resulting solid was then washed in 1 N NaOH solution and air dried to yield 22 g (52%). An analytical sample was prepared by drying a sample at the temperature of refluxing CHCl3 in the vacuum pistol, m.p. 180°-183°.

Workup

  1. customabsorbed
  2. customThe catalyst was removed by filtration
  3. customthe solvent removed on the Calab evaporator
  4. customleaving a residual solid which
  5. washwas washed
  6. temperaturein refluxing acetonitrile
  7. washThe resulting solid was then washed in 1 N NaOH solution
  8. customair dried
  9. customto yield 22 g (52%)
  10. customAn analytical sample was prepared
  11. dry with materialby drying a sample at the temperature of refluxing CHCl3 in the vacuum pistol, m.p. 180°-183°

Sources & evidence

ORD record
ord-a0b5f4eaa88b4b67a26bbd195868b236
Source dataset
uspto-grants-1976_03
Patent number
US03946049

Reaction notes

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