HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-Cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Cyclopropyl-3-(3-methoxy-2,4,5-trifluorobenzoyl)urea | HCID 11277665 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dione | HCID 11265642 | — |
Reaction Steps
A solution of 1-cyclopropyl-3-(3-methoxy-2,4,5-trifluorobenzoyl)urea (Example 27b, 0.94 g, 3.26 mmol) in tetrahydrofuran (20 mL) and N,N-dimethylformamide (5 mL) is treated with sodium hydride (0.275 g, 6.8 mmol, 60% in mineral oil dispersion) and heated at reflux for 16 hours. The mixture is cooled, treated with saturated NH4Cl and extracted with dichloromethane. The organic layer is then washed with brine, dried over Na2SO4 and concentrated under reduced pressure. Flash column chromatography (1:3 ethyl acetate/hexanes) afforded the title compound. MS (EI, M+1) m/z 269.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094780B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-fa49a4c2dd0b4b8eb96227f4cd80fd12 |
| Source note | uspto-grants-2006_08 |