Catechol → HCID 131718924, compound

HRID 1609137Notes

Reaction equation

HRID 1609137 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[CH:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)=[CH:11][CH:10]=1.N(CCO)(CCO)CCO.OO>CO>[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[CH:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)=[CH:13][CH:14]=1

Participants

6

Reactant 4

HCID 289CatecholHCID 784Hydrogen PeroxideHCID 7564N-Phenyl-p-phenylenediamineHCID 7618Triethanolamine

Product 1

HCID 131718924HCID 131718924, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

In 10 liters of methanol were dissolved 50 g of catechol and 50 g of 4-aminodiphenylamine. The pH of the solution obtained was adjusted to 8.0 by adding triethanolamine. Subsequently, 30 g of 30% aqueous hydrogen peroxide was added to the solution. The resulting mixture was reacted at 130° C. for 5 hours, and thereafter cooled to give a solution of a catechol-4-aminodiphenylamine condensate in methanol.

Workup

  1. customThe pH of the solution obtained
  2. customThe resulting mixture was reacted at 130° C. for 5 hours
  3. temperaturecooled

Sources & evidence

ORD record
ord-2acaf9d7357649429d179c372e345373
Source dataset
uspto-grants-1995_03
Patent number
US05399613

Reaction notes

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