HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-bromo-2-methoxyquinazolin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Carbamimidic acid, methyl ester, hydrochloride (1:1) | HCID 3083899 | — |
| Reactant | 4-Bromoisatoic anhydride | HCID 11521577 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-bromo-2-methoxyquinazolin-4(3H)-one | HCID 136409073 | 98% |
Reaction Steps
A solution of o-methylisourea hydrochloride (1.256 g, 11.36 mmol) and 4-bromoisatoic anhydride (2.500 g, 10.33 mmol) in 10 mL DMF was treated with sodium ethoxide (1.476 g, 21.69 mmol) and was allowed to stir at room temperature overnight. LC/MS showed mostly product, so the reaction mixture was poured into water and the resulting solid was filtered and dried yielding 7-bromo-2-methoxyquinazolin-4(3H)-one (2.57 g, 10.08 mmol, 98% yield) with impurities. (M+H)+=255.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-89dd9e44714646748a118c4c144932a9 |
| Source note | uspto-grants-2015_04 |