Hydroquinone → HCID 67706101, compound

HRID 1451990Notes

Reaction equation

HRID 1451990 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[NH2:9][C:10]1[CH:11]=[C:12]([CH:28]=[CH:29][CH:30]=1)[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([NH2:27])[CH:22]=2)[CH:15]=1.I([O-])(=O)=O.[Na+].CO>CCCOCCO.O1CCCC1.O>[NH2:27][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[O:20][C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([O:13][C:12]2[CH:28]=[CH:29][CH:30]=[C:10]([NH2:9])[CH:11]=2)[CH:15]=1.[C:5]1(=[O:6])[CH:7]=[CH:8][C:1](=[O:2])[CH:3]=[CH:4]1

Participants

8

Reactant 4

HCID 785HydroquinoneHCID 887MethanolHCID 66342Benzenamine, 3,3'-(1,3-phenylenebis(oxy))bis-HCID 23675764Sodium Iodate

Product 1

HCID 67706101HCID 67706101, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 17756Glycol monopropyl etherSolvent

Procedure

About 4.4 g (0.04 mol) hydroquinone and about 11.68 g (0.04 mol) of 1,3-bis(3-aminophenoxy)benzene were dissolved in a mixture of about 65 mL propyl cellosolve (chemical name ethylene glycol monopropyl ether) and about 15 mL of tetrahydrofuran (THF) in a round bottom flask. About 23.75 g (0.12 mol) of sodium iodate was added and the mixture was stirred for about 18 hours at about 60°-65° C. The reaction mixture was filtered through filter paper and then the 1,3-bis(3-aminophenoxy)benzene-p-benzoquinone polymer was precipitated with a about 1:4 mole mixture of methanol and water. The polymer was filtered through filter paper, washed with water and dried in a vacuum desiccator.

Workup

  1. filtrationThe reaction mixture was filtered
  2. filtrationthrough filter paper
  3. customthe 1,3-bis(3-aminophenoxy)benzene-p-benzoquinone polymer was precipitated with a about 1
  4. filtrationThe polymer was filtered
  5. filtrationthrough filter paper
  6. washwashed with water
  7. customdried in a vacuum desiccator

Sources & evidence

ORD record
ord-9416729b69ec4a37b7e7e569b8e570bd
Source dataset
uspto-grants-1997_02
Patent number
US05606010

Reaction notes

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