HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formamide | HCID 713 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl 2-amino-5-hydroxy-4-methoxybenzoate | HCID 23132492 | — |
| Product | 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one | HCID 135446413 | 89% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of methyl 2-amino-5-hydroxy-4-methoxybenzoate (3.1 g, 15.7 mmol) and AcOH (7.1 mL) in formamide (15.5 mL) was heated at 140° C. overnight. To it was added water (20 mL) and filtered to afford 6-hydroxy-7-methoxyquinazoline-4(3H)-one as a solid (2.7 g, 89%). 1H NMR (300 MHz, DMSO-d6) δ 9.82 (s, 1H), 7.9 (s, 1H), 7.4 (s, 1H), 7.1 (s, 1H), 3.9 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618289B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-c50b82fe89bb4604aa95378540c56d97 |
| Source note | uspto-grants-2013_12 |