4-Aminophenol → HCID 178467272, compound

HRID 437965Notes

Reaction equation

HRID 437965 reaction equation
[C:1]([C:4]1[C:5](=[O:15])[O:6][C:7]([OH:14])=[C:8]([C:11](=[O:13])[CH3:12])[C:9]=1[OH:10])(=O)[CH3:2].[OH:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>CO>[C:11]([C:8]1[C:7](=[O:14])[O:6][C:5](=[O:15])[C:4](=[C:1]([NH:21][C:20]2[CH:22]=[CH:23][C:17]([OH:16])=[CH:18][CH:19]=2)[CH3:2])[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 4034-AminophenolHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178467272HCID 178467272, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a boiling solution of 4.24 g. (0.02 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 200 ml. of methanol is added 2.18 g. (0.02 m.) of p-hydroxyaniline. The resulting mixture is refluxed overnight and filtered to yield 5-acetyl-4-hydroxy-3-[1-(p-hydroxyphenylamino)ethylidene]-2H-pyran-2,6(3H)-dione, m.p. 223°-225° C. Both the mono-and di-sodium salts are prepared upon treatment of the dione with sodium methoxide in methanol.

Workup

  1. temperatureThe resulting mixture is refluxed overnight
  2. filtrationfiltered

Sources & evidence

ORD record
ord-2386b4e5fd254893807ec5d1002157ad
Source dataset
uspto-grants-1977_06
Patent number
US04032652

Reaction notes

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