Aniline → HCID 178467263, compound

HRID 328598Notes

Reaction equation

HRID 328598 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:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1C=CC=CC=1>[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:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:2])[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 6115AnilineHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178467263HCID 178467263, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a boiling solution of 3.0 g. (0.014 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 25 ml. of benzene is added 1.4 g. (0.015 m.) of aniline and the resulting mixture is refluxed overnight. The reaction mixture is cooled and filtered to give 5-acetyl-4-hydroxy-3-[1-(phenylamino)ethylidene]-2H-pyran-2,6(3H)-dione, m.p. 184° -186° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-04c52fea765f4e2b97c9852e7bb63056
Source dataset
uspto-grants-1977_04
Patent number
US04017633

Reaction notes

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