Trifluoroacetic acid → HCID 23502896, compound

HRID 1835106Notes

Reaction equation

HRID 1835106 reaction equation
[NH2:1][C:2]1[C:3]([N+:17]([O-])=O)=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:6][C:5]2=[O:16].[C:20]([OH:26])([C:22]([F:25])([F:24])[F:23])=[O:21]>[Pd]>[F:23][C:22]([F:25])([F:24])[C:20]([OH:26])=[O:21].[NH2:17][C:3]1[C:2]([NH2:1])=[CH:15][CH:14]=[C:13]2[C:4]=1[C:5](=[O:16])[NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 113798238-amino-7-nitro-5H-phenanthridin-6-one

Product 1

HCID 23502896HCID 23502896, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 8-amino-7-nitro-5H-phenanthridin-6-one (412 mg, 1.62 mmol), Pd/C (10 wt %, 234 mg) in TFA was hydrogenated at 50 psi for 50 min. The catalyst was filtered through a plug of diatomaceous earth and rinsed with ethanol. The solvent was evaporated to obtain 7,8-diamino-5H-phenanthridin-6-one trifluoroacetate salt (520 mg, 71%).

Workup

  1. filtrationThe catalyst was filtered through a plug of diatomaceous earth
  2. washrinsed with ethanol
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-39224ead76884bc287b5b7bfeea1b8fe
Source dataset
uspto-grants-2004_08
Patent number
US06770639B2

Reaction notes

Loading…