HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → 6-Bromo-7-methoxy-3,4-dihydroquinazolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | Methyl 2-amino-5-bromo-4-methoxybenzoate | HCID 19701951 | — |
| Product | 6-Bromo-7-methoxy-3,4-dihydroquinazolin-4-one | HCID 135742362 | 72% |
Reaction Steps
A solution of methyl 2-amino-5-bromo-4-methoxybenzoate (75 mg, 0.29 mmol) and ammonium formate (38 mg, 0.8 mmol) in formamide (1 mL) was heated at 165° C. for 18 h. The mixture was allowed to cool to room temperature then diluted with an excess of water. The solid formed was collected by filtration and washed with water then ethyl acetate and dried to give 6-bromo-7-methoxyquinazolin-4(3H)-one (53 mg, 72% yield) as a pale yellow solid. MS (EI) for C9H7BrN2O2: 255, 257 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648066B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-73ca71c0d0ae43eb9b3db199c5b2e893 |
| Source note | uspto-grants-2014_02 |