Formamide → 6-Methoxyquinazolin-4-OL

HRID 1920112Notes

Reaction equation

HRID 1920112 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-1960e3c9a1b64c64befcad614858dc45
Source dataset
uspto-grants-2012_05
Patent number
US08168788B2

Reaction notes

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