Methylamine → 1-Methyl-6-phenylpyrimidine-2,4(1H,3H)-dione

HRID 1732101Notes

Reaction equation

HRID 1732101 reaction equation
[C:1]1([C:7]2[O:12][C:11](=O)[NH:10][C:9](=[O:14])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:15][NH2:16]>>[CH3:15][N:16]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:8][C:9](=[O:14])[NH:10][C:11]1=[O:12]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 28046206-phenyl-1,3-oxazine-2,4-dione

Product 1

HCID 123003501-Methyl-6-phenylpyrimidine-2,4(1H,3H)-dione

Procedure

To 189 mg (1 mM) of 6-phenyl-1,3-oxazine-2,4-dione from Preparation Ia(1) is added 10 ml of a 40 percent aqueous CH3NH2 solution. The reaction mixture is allowed to heat at reflux for 18 hours. The resulting solution is cooled to room temperature and the precipitate filtered, washed well with water, and dried at 60° C. under vacuum. The yield is 146 mg (72 percent) (m.p. 183°-185° C.) of 1-N-methyl-6-phenyl-2,4-pyrimidine-dione.

Workup

  1. temperatureto heat
  2. temperatureat reflux for 18 hours
  3. filtrationthe precipitate filtered
  4. washwashed well with water
  5. customdried at 60° C. under vacuum

Sources & evidence

ORD record
ord-f5d8979b8c7347f1bc9b052530e61422
Source dataset
uspto-grants-1986_11
Patent number
US04625028

Reaction notes

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