HCID 86743031, compound → HCID 67848456, compound

HRID 1761984Notes

Reaction equation

HRID 1761984 reaction equation
[N+:1]([C:4]1[CH:31]=[CH:30][C:7]([C:8]([CH:10]([C:19](=[O:29])[C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-])=O)=[CH:22][CH:21]=2)[CH:11]([OH:18])[CH2:12][O:13][CH:14]([CH2:16][OH:17])[CH3:15])=[O:9])=[CH:6][CH:5]=1)([O-])=O>[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:8]([CH:10]([C:19](=[O:29])[C:20]2[CH:21]=[CH:22][C:23]([NH2:26])=[CH:24][CH:25]=2)[CH:11]([OH:18])[CH2:12][O:13][CH:14]([CH2:16][OH:17])[CH3:15])=[O:9])=[CH:30][CH:31]=1

Participants

3

Reactant 1

HCID 86743031HCID 86743031, compound

Product 1

HCID 67848456HCID 67848456, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Bis-(4-nitrobenzoyl)-dipropylene glycol (50 g, 0.134 mole, from Part A) was hydrogenated in the usual manner over palladium on carbon (10%, 4 g). The product crystallized during drying over MgSO4. The solution was therefore heated to boiling, filtered hot and crystallization effected by addition of hexanes to give bis-(4-aminobenzoyl)-dipropylene glycol (29 g) as an offwhite solid, m.p. 163°-165° C. which was homogeneous by TLC.

Workup

  1. customThe product crystallized
  2. dry with materialduring drying over MgSO4
  3. temperatureThe solution was therefore heated
  4. filtrationfiltered hot
  5. customcrystallization
  6. additioneffected by addition of hexanes

Sources & evidence

ORD record
ord-3e3d8364fdab42419b1f21c6d45b47e6
Source dataset
uspto-grants-1989_05
Patent number
US04829099

Reaction notes

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