HCID 14417313, compound → HCID 178467271, compound

HRID 437976Notes

Reaction equation

HRID 437976 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].[NH2:16][C:17]1[CH:25]=[CH:24][C:20]([NH:21][CH:22]=[O:23])=[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:16][C:17]2[CH:25]=[CH:24][C:20]([NH:21][CH:22]=[O:23])=[CH:19][CH:18]=2)[CH3:2])[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 14417313HCID 14417313, compoundHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178467271HCID 178467271, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a boiling solution of 2.67 g. (0.0123 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 50 ml. of methanol is added 1.8 g. (0.0132 m.) of p-aminoformanilide. Additional methanol is added (30 ml.) and reflux is continued for 40 minutes. The reaction mixture is filtered and the solid recrystallized to yield 5-acetyl-3-[1-(p-formamidophenylamino)ethylidene]-4-hydroxy-2H-pyran-2,6 (3H)-dione, m.p. 247°-248° C. (dec.).

Workup

  1. temperaturereflux
  2. filtrationThe reaction mixture is filtered
  3. customthe solid recrystallized

Sources & evidence

ORD record
ord-7eb4703ba4e04933b3586950dc45253e
Source dataset
uspto-grants-1977_06
Patent number
US04032652

Reaction notes

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