Hydrochloric Acid → 5-phenyl-1H-pyrimidin-2-one

HRID 1707037Notes

Reaction equation

HRID 1707037 reaction equation
[C:1]1([C:7]([CH2:9]C=O)=N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:12][C:13]([NH2:15])=[O:14].Cl.[OH-].[NH4+].[CH2:19](O)C>>[C:1]1([C:7]2[CH:9]=[N:12][C:13]([OH:14])=[N:15][CH:19]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 1176UreaHCID 14923Ammonium HydroxideHCID 86737068(Phenyl)formimidoylacetaldehyde

Product 1

HCID 27501415-phenyl-1H-pyrimidin-2-one

Procedure

A mixture of 20.0 g. of (phenyl)formimidoylacetaldehyde and 5.0 g. of urea is heated under reflux in 50 ml. of ethanol and 10 ml. of concentrated hydrochloric acid for 5 hours. The cooled mixture is swamped with 20% aqueous ammonium hydroxide and the precipitate is collected and washed with water. The precipitate is crystallized from ethanol to give 8.0 g. of the product of the Example, m.p. 239°-241° C.

Workup

  1. additionA mixture of 20.0 g
  2. temperatureunder reflux in 50 ml
  3. customthe precipitate is collected
  4. washwashed with water
  5. customThe precipitate is crystallized from ethanol
  6. customto give 8.0 g

Sources & evidence

ORD record
ord-6b06628c872e41a98fda418f0d7e07b8
Source dataset
uspto-grants-1980_06
Patent number
US04209621

Reaction notes

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