HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Chloro-6-methoxy-7-(2-(imidazol-1-yl)ethoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 7-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one | HCID 135490844 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Chloro-6-methoxy-7-(2-(imidazol-1-yl)ethoxy)quinazoline | HCID 11141261 | 59% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A mixture of 7-(2-(imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one (412 mg, 1.44 mmol), thionyl chloride (5 ml) and DMF (0.2 ml) was heated at reflux for 1 hour. The mixture was diluted with toluene and the volatiles were removed by evaporation. The residue was suspended in methylene chloride, cooled to 0° C. and aqueous sodium hydrogen carbonate solution was added. The resulting precipitate was collected by filtration and dried under vacuum to give 4-chloro-7-(2-(imidazol-1-yl)ethoxy)-6-methoxyquinazoline (258 mg, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262201B1 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-1c4372829a48412cb9115c3161ac6d47 |
| Source note | uspto-grants-2007_08 |