Phosphinic acid, bis(m-nitrophenyl)- → Phosphinic acid, bis(m-aminophenyl)-

HRID 1890129Notes

Reaction equation

HRID 1890129 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([P:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[CH:14]=2)(=[O:12])[OH:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>CO.[Pt]>[NH2:1][C:4]1[CH:5]=[C:6]([P:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[CH:14]=2)(=[O:11])[OH:12])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 29143Phosphinic acid, bis(m-nitrophenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 213222Phosphinic acid, bis(m-aminophenyl)-

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

The compound bis(3-nitrophenyl)phosphinic acid (14.0 g, 45.4 mmol) from Example 1 was suspended in methanol (200 ml). Platinum (5 wt. %, on activated carbon, 1.4 g) was added. The mixture was shaken on a hydrogenation apparatus (50 psi) until no further hydrogen consumption was observed. The mixture was filtered through celite and then evaporated to dryness. The solid obtained (9.87 g, 88%) was used without purification. The structure of bis(3-aminophenyl)phosphinic acid is:

Workup

  1. filtrationThe mixture was filtered through celite
  2. customevaporated to dryness
  3. customThe solid obtained (9.87 g, 88%)
  4. customwas used without purification

Sources & evidence

ORD record
ord-67f9ed4dc73e4c928c076c710c41015b
Source dataset
uspto-grants-2013_08
Patent number
US08506655B1

Reaction notes

Loading…