Phosphoric Acid → 2,5-dimethyl-6-[(2,4,6-trimethylphenyl)methyl]-1H-pyrimidin-4-one

HRID 1760699Notes

Reaction equation

HRID 1760699 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH:9]([C:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[CH:14][C:13]=2[CH3:20])C#N)[C:3]=1[CH3:21].P(=O)(O)(O)[OH:23]>O>[OH:23][C:2]1[C:3]([CH3:21])=[C:4]([CH2:9][C:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[CH:14][C:13]=2[CH3:20])[N:5]=[C:6]([CH3:8])[N:7]=1

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 21912078(6-Chloro-2,5-dimethylpyrimidin-4-yl)-(2,4,6-trimethylphenyl)-acetonitrile

Product 1

HCID 1784248682,5-dimethyl-6-[(2,4,6-trimethylphenyl)methyl]-1H-pyrimidin-4-oneYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6-chloro-2,5-dimethylpyrimidin-4-yl-(2,4,6-trimethylphenyl)-acetonitrile (1.5 g, 5.0 mmol) and 60 ml of 85% phosphoric acid was heated at reflux for 2 hours. The mixture was cooled at rt and diluted with water and extracted with chloroform. The organic layer was washed with brine, dried and concentrated to give 1.21 g (95%) of the title compound as a white solid, mp 260-262° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with brine
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6177d03d1b8a4e938b1a3773abb462d2
Source dataset
uspto-grants-2005_01
Patent number
US06844351B1

Reaction notes

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