HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 7-Benzyloxy-6-methoxy-3H-quinazolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Gold's Reagent | HCID 11008255 | — |
| Reactant | 2-Amino-4-(benzyloxy)-5-methoxybenzamide | HCID 12471480 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-Benzyloxy-6-methoxy-3H-quinazolin-4-one | HCID 135404718 | 84% |
Reaction Steps
A mixture of 2-amino-4-benzyloxy-5-methoxybenzamide (J. Med. Chem. 1977, vol 20, 146-149, 10 g) and Gold's reagent (7.4 g) in dioxane (100 ml) was stirred and heated at reflux for 24 hours. Sodium acetate (3.02 g) and acetic acid (1.65 ml) were added to the reaction mixture and it was heated for a further 3 hours. The mixture was evaporated to dryness, water was added to the residue and the solid was filtered off, washed with water and dried. Recrystallization from acetic acid gave 7-benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one (8.7 g, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06593333B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-661e8571f79642a4ad30913188935f6f |
| Source note | uspto-grants-2003_07 |