O-Phenylenediamine → HCID 178467264, compound

HRID 328595Notes

Reaction equation

HRID 328595 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[C:9]([C:12]1[C:13](=[O:23])[O:14][C:15]([OH:22])=[C:16]([C:19](=O)[CH3:20])[C:17]=1[OH:18])(=[O:11])[CH3:10]>CO>[C:9]([C:12]1[C:13](=[O:23])[O:14][C:15](=[O:22])[C:16](=[C:19]([NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[NH2:8])[CH3:20])[C:17]=1[OH:18])(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178467264HCID 178467264, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

o-Phenylenediamine (2.1 g., 0.02 m.) is added to a hot solution of 4.2 g. (0.02 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in methanol and the resulting mixture is refluxed for 2 hours. The reaction mixture is cooled and filtered to yield 5-acetyl-3-[1-(o-aminophenylamino)ethylidene]-4-hydroxy-2H-pyran-2,6(3H)-dione, m.p. 179° -181° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-6fef2c1d6f9140c4b095ec13854387d1
Source dataset
uspto-grants-1977_04
Patent number
US04017633

Reaction notes

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