Formamidine acetate → HCID 178486682, compound

HRID 1373266Notes

Reaction equation

HRID 1373266 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[C:3]=1[C:4](OC)=O.C(O)(=O)C.[CH:20](N)=[NH:21]>COCCO>[CH3:15][O:14][C:8]1[CH:9]=[C:10]([O:12][CH3:13])[CH:11]=[C:2]2[C:3]=1[CH2:4][NH:21][CH:20]=[N:1]2

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 11550253Methyl 2-amino-4,6-dimethoxybenzoate

Product 1

HCID 178486682HCID 178486682, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of methyl 2-amino-4,6-dimethoxybenzoate (16 g), formamidine acetate (24 g) and 2-methoxyethanol (330 ml) was stirred and heated to reflux until all of the starting material had reacted. The mixture was evaporated and the residue was triturated under water (100 ml). The resultant solid was isolated, washed with water and dried under vacuum to give 5,7-dimethoxy-3,4-dihydroquinazolin one (14.5 g); NMR Spectrum: (DMSOd6) 3.82 (s, 3H), 3.86 (s, 3H), 6.5 (s, 1H), 6.7 (s, 1H), 7.9 (s, 1H), 11.7 (br s, 1H).

Workup

  1. temperatureheated
  2. temperatureto reflux until all of the starting material
  3. customhad reacted
  4. customThe mixture was evaporated
  5. customthe residue was triturated under water (100 ml)
  6. customThe resultant solid was isolated
  7. washwashed with water
  8. customdried under vacuum

Sources & evidence

ORD record
ord-8285d52c0fbc4c098d3db8991e173359
Source dataset
uspto-grants-2007_01
Patent number
US07160891B2

Reaction notes

Loading…