Hydroquinone → HCID 283232, compound

HRID 1981107Notes

Reaction equation

HRID 1981107 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[NH2:9][NH2:10]>C(O)C>[NH2:9][NH2:10].[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2]

Participants

4

Reactant 2

HCID 785HydroquinoneHCID 9321Hydrazine

Product 1

HCID 283232HCID 283232, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of hydroquinone (150 grams, 1.36 moles) in 2B denatured ethanol (500 milliliters) was added to a stirred reaction vessel having a nitrogen blanket. Next, a 64 wt.% aqueous solution of hydrazine (75 milliliters, 1.5 moles) was added to the vessel. This reaction mixture was allowed to stir for a few minutes and then filtered. The resulting filter cake was washed with 2B denatured ethanol and dried at 50° C. under a vacuum. The yield was 83.4% by weight, based on the amount of hydroquinone employed. The remaining product stayed dissolved in the ethanol filtrate and is recoverable by reusing the solvent in a subsequent reaction.

Workup

  1. filtrationfiltered
  2. filtrationThe resulting filter cake
  3. washwas washed with 2B denatured ethanol
  4. customdried at 50° C. under a vacuum
  5. dissolutionThe remaining product stayed dissolved in the ethanol filtrate
  6. customin a subsequent reaction

Sources & evidence

ORD record
ord-36f547ebfa5446be8b2777d785fcf0d6
Source dataset
uspto-grants-1985_04
Patent number
US04512909

Reaction notes

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