Propylamine → HCID 178457141, compound

HRID 328594Notes

Reaction equation

HRID 328594 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].[CH2:16]([NH2:19])[CH2:17][CH3:18]>C1C=CC=CC=1.CO>[C:11]([C:8]1[C:7](=[O:14])[O:6][C:5](=[O:15])[C:4](=[C:1]([NH:19][CH2:16][CH2:17][CH3:18])[CH3:2])[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178457141HCID 178457141, compound

Reagents, catalysts & solvents 1

HCID 21927730Benzene methanolSolvent

Procedure

To a boiling solution of 4.2 g. (0.02 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 150 ml. of benzene/methanol is added 1.2 g. (0.02 m.). of n-propylamine and the resulting mixture is refluxed overnight. The reaction mixture is concentrated, filtered and the solid treated with water to give pure 5-acetyl-4-hydroxy-3-[1-(n-propylamino)-ethylidene]-2H-pyran-2,6(3H)-dione, m.p. 145° -148° C.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. filtrationfiltered
  3. additionthe solid treated with water

Sources & evidence

ORD record
ord-c71ee42c249e40bdb3d58b073c896de3
Source dataset
uspto-grants-1977_04
Patent number
US04017633

Reaction notes

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