Formamide → 6-Methoxyquinazolin-4-OL

HRID 241347Notes

Reaction equation

HRID 241347 reaction equation
[NH2:1][C:2]1(N)[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:3]1[C:4](O)=[O:5].[CH:14]([NH2:16])=O>C(O)C>[CH3:12][O:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[CH:14][NH:16][C:4]2=[O:5]

Participants

4

Reactant 2

HCID 713FormamideHCID 669684092-Amino-5-methoxy anthranilic acid

Product 1

HCID 1354514236-Methoxyquinazolin-4-OLYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1.025 mmoles of 2-amino-5-methoxy anthranilic acid add 6.14 mmoles of formamide and microwave reaction mixture for 20 mins at 160° C. After cooling the solid was diluted with 10 mL ethanol, the mixture was heated to reflux and allowed to cool slowly. The solid obtained was filtered and washed with cold ethanol and vacuum dried to give the title compound in 50% yield.

Workup

  1. temperatureAfter cooling the solid
  2. temperaturethe mixture was heated
  3. temperatureto reflux
  4. temperatureto cool slowly
  5. customThe solid obtained
  6. filtrationwas filtered
  7. washwashed with cold ethanol and vacuum
  8. customdried

Sources & evidence

ORD record
ord-272d9e3de6c34846a1cc250752b485c3
Source dataset
uspto-grants-2014_02
Patent number
US08648197B2

Reaction notes

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