HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-(4-Bromo-phenyl)-3-[3-(3-isopropoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromophenyl isocyanate | HCID 75609 | — |
| Reactant | 4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]- | HCID 10827705 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Bromo-phenyl)-3-[3-(3-isopropoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-urea | HCID 10577109 | 14.2% |
Reaction Steps
To a solution of 2-amino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one (295 mg, 1.0 mmol) in anhydrous DMF (10 mL) was added 50% NaH (48 mg, 1 mmol) at room temperature and stirred for 30 minutes. To this mixture was added, 4-bromo phenyl isocyanate and stirred for 2 hours at room temperature. The reaction mixture was quenched with water and concentrated. It was then diluted with ethyl acetate and filtered. The filtrate was concentrated and chromatographed using 100% CH3Cl to isolate pure product as a white solid (70 mg, 14.2%), mp 230°-233° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05756502 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-d3bb63bb5c1247668b5309bb785614b0 |
| Source note | uspto-grants-1998_05 |