3-[(2-Methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione → HCID 178466928, compound

HRID 1947245Notes

Reaction equation

HRID 1947245 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[CH:13]=[C:14]([C:18](=[O:20])[CH3:19])[C:15](=O)[CH3:16].[NH2:21][C:22]1[N:27]=[C:26]([OH:28])[CH:25]=[C:24]([NH2:29])[N:23]=1>C(O)(C)C>[C:18]([C:14]1[CH:13]([C:5]2[CH:6]=[CH:7][CH:8]=[C:9]3[C:4]=2[O:3][C:2]([CH3:1])=[CH:11][C:10]3=[O:12])[C:25]2[C:26]([OH:28])=[N:27][C:22]([NH2:21])=[N:23][C:24]=2[NH:29][C:15]=1[CH3:16])(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 591869153-[(2-Methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dioneHCID 178507952HCID 178507952, compound

Product 1

HCID 178466928HCID 178466928, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

500 mg (1.85 mmol) of 3-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione are mixed with 349 mg (2.77 mmol) of 2,6-diaminopyrimidin-4-ol, dissolved in 10 ml of isopropanol, and heated under reflux under argon for 2 days. The mixture is filtered and the remaining solid is washed with isopropanol. 660 mg (94% of theory) of the title compound are obtained as a white solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux under argon for 2 days
  3. filtrationThe mixture is filtered
  4. washthe remaining solid is washed with isopropanol

Sources & evidence

ORD record
ord-90c01b345f8e40af8e41e4a4b173cc7f
Source dataset
uspto-grants-2013_03
Patent number
US08399471B2

Reaction notes

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