Water → 6-Ethylquinazoline-2,4(1H,3H)-dione

HRID 354851Notes

Reaction equation

HRID 354851 reaction equation
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]2[NH:11][C:10](=[O:12])[O:9][C:8](=O)[C:7]=2[CH:14]=1)[CH3:2].[NH2:15]C(N)=O.O>CN(C)C=O>[CH2:1]([C:3]1[CH:14]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:11][C:10](=[O:12])[NH:15][C:8]2=[O:9])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 1176UreaHCID 13060519HCID 13060519, compound

Product 1

HCID 130605146-Ethylquinazoline-2,4(1H,3H)-dioneYield 60.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 6-ethyl-2H-3,1-benzoxazine-2,4(1H)-dione (19.55 g) and urea (6.18 g) in dry N,N-dimethylformamide (98 ml) was heated under reflux for 3 hours and 40 minutes. After the reaction mixture was cooled to ambient temperature, to the mixture was added water with stirring to give crystals, which were separated by filtration, washed with water and dried under reduced pressure to give crystalline 6-ethyl-1H,3H-quinazoline-2,4-dione (11.74 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours and 40 minutes
  3. customto give crystals, which
  4. customwere separated by filtration
  5. washwashed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-86f4b74702e94d5db6f0aece7eacad94
Source dataset
uspto-grants-1983_03
Patent number
US04377580

Reaction notes

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