HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → 6-ethoxy-7-methoxyquinazolin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one | HCID 135446413 | — |
| Solvent | Acetonitrile methanol water | HCID 21864137 | — |
| Product | 6-ethoxy-7-methoxyquinazolin-4(3H)-one | HCID 135443712 | 48% |
Reaction Steps
A mixture of 6-hydroxy-7-methoxyquinazoline-4(3H)-one (1.0 g, 5.2 mmol) and Cs2CO3 (1.69 g, 5.2 mmol) in H2O:MeCN:MeOH (10:5:1, 20 mL) was stirred at room temperature for 30 minutes and to it was added bromoethane (0.567 g, 5.2 mmol). Then, it was stirred at 60° C. two days. It was filtered to afford 6-ethoxy-7-methoxyquinazolin-4(3H)-one as a solid (0.550 g, 48%). 1H NMR (300 MHz, DMSO-d6) δ 8.0 (s, 1H), 7.91 (s, 1H), 7.4 (d, 1H), 7.1 (d, 1H), 4.15 (t, 2H), 3.9 (s, 3H), 1.4 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618289B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-862b77c3320a4fd6a2967ff856357734 |
| Source note | uspto-grants-2013_12 |