Hydrazine → HCID 67785321, compound

HRID 1608744Notes

Reaction equation

HRID 1608744 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:14]=2[O:22][C:23](=[O:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH3:12])[CH3:11])=[C:6]([O:31][C:32](=[O:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:5]=1)([O-])=O.NN>C(O)C.[Pd]>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([C:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][C:6]=2[O:31][C:32](=[O:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([CH3:12])[CH3:11])=[C:14]([O:22][C:23](=[O:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:15]=1

Participants

5

Reactant 2

HCID 9321HydrazineHCID 86748551HCID 86748551, compound

Product 1

HCID 67785321HCID 67785321, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

148.4 g (0.25 mol) of the 2,2-bis (4-nitrobenzoyloxyphenyl) propane obtained in Reference Example 5 was dispersed in 500 ml of ethanol charged into a 1-liter four-neck flask equipped with a reflux condenser, thermometer, agitator and dropping funnel, and 2.5 g of 10% palladium supported activated charcoal was added, 66 g (1.05 mol) of hydrazine was added over a period of 30 minutes using the dropping funnel, with caution to rapid refluxing, and the refluxing was continued for 3 hours. After the reaction, the precipitate was removed and the filtrate was concentrated by an evaporator and recrystallized with ethanol. 111.5 g (yield: 86.7%) of 2,2-bis(4-aminobenzoyloxyphenyl)propane was obtained.

Workup

  1. additioncharged into a 1-liter four-neck flask
  2. customequipped with a reflux condenser
  3. customAfter the reaction
  4. customthe precipitate was removed
  5. concentrationthe filtrate was concentrated by an evaporator
  6. customrecrystallized with ethanol

Sources & evidence

ORD record
ord-35080327282342d9b261c6e6184635da
Source dataset
uspto-grants-1995_03
Patent number
US05397419

Reaction notes

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