HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5,8-Dibromo-2,3-diphenylquinoxaline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzil | HCID 8651 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3,6-Dibromobenzene-1,2-diamine | HCID 11821532 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5,8-Dibromo-2,3-diphenylquinoxaline | HCID 22475901 | 86% |
Reaction Steps
Preparation procedure: 3,6-dibromo-o-phenylene diamine (1.0 g, 3.7 mmol) is added to an acetic acid (20 mL) solution of benzil (0.39 g, 1.84 mmol) at 120° C. The resulting solution is mixed homogeneously and reflux for 12 hours. The reaction solution is poured into water, neutralized with sodium bicarbonate, extracted with chloroform, washed with saturated brine water, and dried over anhydrous sodium sulfate. The solvents are removed using a rotary evaporator. The crude product is subjected to column chromatography to give a white solid, which is then recrystallized in chloroform/n-hexane to afford a white solid powder (yield 86%), MALDI-TOF-MS (m/z): 440.1 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604147B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-f2dc75123a7d4ef98313fa61a8cd868e |
| Source note | uspto-grants-2013_12 |