Sodium Methoxide → 3-cyclopropyl-1H-quinazoline-2,4-dione

HRID 896345Notes

Reaction equation

HRID 896345 reaction equation
C[O:2][C:3](=O)[NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11](=[O:16])[NH:12][CH:13]1[CH2:15][CH2:14]1.C[O-].[Na+]>CO>[CH:13]1([N:12]2[C:11](=[O:16])[C:6]3[C:5](=[CH:10][CH:9]=[CH:8][CH:7]=3)[NH:4][C:3]2=[O:2])[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 20814106(2-Cyclopropylcarbamoyl-phenyl)-carbamic acid methyl ester

Product 1

HCID 172214493-cyclopropyl-1H-quinazoline-2,4-dioneYield 53%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (2-cyclopropylcarbamoyl-phenyl)-carbamic acid methyl ester was dissolved in MeOH (100 ml) and treated with NaOMe (0.5 M, 5 ml, 2.5 mmol) and the mixture heated to reflux for 12 h. The mixture was cooled and filtered to give 4.05 g (53%) of 3-cyclopropyl-1H-quinazoline-2,4-dione as a white solid.

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for 12 h
  3. temperatureThe mixture was cooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-3790d333a5eb4b9c9f33ac2782c1edb4
Source dataset
uspto-grants-2005_07
Patent number
US06919331B2

Reaction notes

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