Acetonitrile → 2-Phenyl-6-oxo-5-phenylacetylamino-1,6-dihydropyrimidine

HRID 1726363Notes

Reaction equation

HRID 1726363 reaction equation
C(#N)C.[Na].[CH2:5]([C:12]1[O:13][C:14](=O)[C:15](=[CH:17][OH:18])[N:16]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl.[C:21]([NH2:29])(=[NH:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O>[C:22]1([C:21]2[NH:29][C:17](=[O:18])[C:15]([NH:16][C:12](=[O:13])[CH2:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=3)=[CH:14][N:28]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 80289Benzamidine, hydrochlorideHCID 178519094HCID 178519094, compound

Product 1

HCID 116524352-Phenyl-6-oxo-5-phenylacetylamino-1,6-dihydropyrimidineYield 75.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Acetonitrile (6 ml) was added to 2-benzyl-4-hydroxymethylene-5-oxazolone sodium salt (0.50 g, 2.22 mmol) and benzamidine hydrochloride (0.35 g, 2.22 mmol), and the mixture was stirred overnight at 80° C. Water (3 ml) was added, and the mixture was stirred. The precipitate was collected by filtration, and the obtained crystals were washed with water and vacuum dried to give 2-phenyl-6-oxo-5-phenylacetylamino-1,6-dihydropyrimidine (0.51 g, 1.67 mmol).

Workup

  1. stirringthe mixture was stirred
  2. filtrationThe precipitate was collected by filtration
  3. washthe obtained crystals were washed with water and vacuum
  4. customdried

Sources & evidence

ORD record
ord-ae925aba04ee43d7acd4cca4028f6894
Source dataset
uspto-grants-2009_02
Patent number
US07491822B2

Reaction notes

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