HCID 667842, compound → 3,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

HRID 1704706Notes

Reaction equation

HRID 1704706 reaction equation
C(NC1C=C([N+]([O-])=O)C=C(NC(=O)CC)C=1)(=[O:4])CC.[C:20]([C:23]1[C:28](=[O:29])[O:27][C:26](=[O:30])[C:25](=[C:31](NC2C=C(NC(=O)CC)C=C(NC(=O)CC)C=2)[CH3:32])[C:24]=1[OH:50])(=[O:22])[CH3:21]>>[C:31]([C:25]1[C:26](=[O:30])[O:27][C:28]([OH:29])=[C:23]([C:20](=[O:22])[CH3:21])[C:24]=1[OH:50])(=[O:4])[CH3:32]

Participants

3

Reactant 2

HCID 667842HCID 667842, compound2×HCID 178460079HCID 178460079, compound

Product 1

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

Procedure

Following the procedures outlined in Example 2, this nitrobenzene was hydrogenated to the 3,5-bis-propionamidoaniline and the latter (2.15 g., 0.0084 mol) was reacted with 1.75 g. (0.0084 mol) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one to furnish 5-acetyl-4-hydroxy-3-[1-(3,5-bis-propionamidophenylamino)ethylidene]-2H-pyran-2,6(3H)-dione, m.p. 239°-241° (dec.).

Workup

  1. customthe latter (2.15 g., 0.0084 mol) was reacted with 1.75 g

Sources & evidence

ORD record
ord-406fb44db3dc4c8fb92b692b89bcbcae
Source dataset
uspto-grants-1978_11
Patent number
US04127646

Reaction notes

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