Urea → 6-METHOXYQUINAZOLINE-2,4-DIOL

HRID 2201500Notes

Reaction equation

HRID 2201500 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH2:13][C:14](N)=[O:15]>O>[CH3:12][O:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[NH:1][C:14](=[O:15])[NH:13][C:4]2=[O:6]

Participants

4

Reactant 2

HCID 1176UreaHCID 2779305-Methoxyanthranilic acid

Product 1

HCID 103302006-METHOXYQUINAZOLINE-2,4-DIOLYield 88.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 2-amino-5-methoxybenzoic acid (5.00 g, 29.9 mmol) and urea (5.40 g, 90.0 mmol) was heated to 200° C. for 1 hour. The mixture was cooled to room temperature and diluted with H2O (50 mL), the mixture was filtered off and the precipitate was washed with H2O (10 mL), dried in vacuo to give the product (5.10 g, yield 88%).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe mixture was filtered off
  3. washthe precipitate was washed with H2O (10 mL)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-0334ec8119f74f7d8163db0c991f8c95
Source dataset
uspto-grants-2016_06
Patent number
US09364481B2

Reaction notes

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