Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Mercaptoethanol | HCID 1567 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-dichloro-4-phenylquinazoline | HCID 1628221 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68661314 | HCID 68661314 | 84% |
Reaction Steps
To a solution of 86 mg of 2-mercaptoethanol in DMF (7.5 ml) was added 44 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 stirring at room temperature for 2 hours. The reaction solution was poured into 100 ml of water and extracted with ethyl acetate. The resultant extract was concentrated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5) to obtain 266 mg of the titled compound. Mp.124.4° C. 1H NMR (CDCl3): 3.50 (2H, t, J=5.5 Hz), 3.64 (1H, br. t), 4.07 (2H, q-like, J=5.5 Hz), 7.57-7.61 (3H, m), 7.71-7.74 (2H, m), 7.77 (1H, dd, J=8.9, 2.3 Hz), 7.85 (1H, d, J=8.9 Hz), 7.97 (1H, d, J=2.3 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722580B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-fc8db45f6e8040259ba780bed449892f |
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| Source note | uspto-grants-2014_05 |
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