HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 89782153, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 89783700 | HCID 89783700 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89782153 | HCID 89782153 | 57% |
Reaction Steps
A mixture of 8-bromo-3-ethylquinazoline-2,4(1H,3H)-dione (736 mg, 2.74 mmol, 481b), POCl3 (1.5 mL, 16.42 mmol, Sigma Aldrich), and DIPEA (0.9 mL, 5.47 mmol) was heated to reflux. Additional DIPEA (0.9 mL, 5.47 mmol) was added. It was stirred overnight at reflux. The mixture was cooled to RT and poured into rapidly stirred water at 0° C. It was basified to pH 10 with 10 N NaOH (aq.) to give an orange solution. The solution was extracted with DCM, dried over Na2SO4, filtered, and concentrated under reduced pressure to give a yellow orange solid (398 mg, 57%). m/z (ESI, +ve) 286.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-73d5c76dbf5d4822b4a6c94ffcf3557b |
| Source note | uspto-grants-2016_07 |