HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → HCID 86639522, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-dichloro-4-phenylquinazoline | HCID 1628221 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86639522 | HCID 86639522 | 22.6% |
Reaction Steps
To a solution of 54 mg of dry formamide in DMF (5 ml) was added 48 mg of sodium hydride (60%), followed by stirring at room temperature for 30 minutes. To the reaction mixture was added 275 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3), followed by warming to 85° C. and further stirring for 3 hours. The resulting reaction solution was poured into 100 ml of water and extracted with ethyl acetate. The extract was concentrated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:3) to obtain 64 mg of the titled compound. Mp.252.1° C. 1H NMR: 7.59-7.66 (3H, m), 7.72-7.81 (3H, m), 7.88 (1H, d, J=8.8 Hz), 8.02 (1H, d, J=2.0 Hz), 8.37 (1H, br. d, J=10.4 Hz), 9.71 (1H, d, J=10.4 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722580B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-123331fd33d1444195bd83ea4cc0fd61 |
| Source note | uspto-grants-2014_05 |