Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | 4,4'-Dibromobenzil | HCID 96430 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,3-Bis(4-bromophenyl)quinoxaline | HCID 554977 | — |
Reaction Steps
In a 500-mL three-neck flask were placed 30 g (82 mmol) of 4,4′-dibromobenzil, 9.3 g (86 mmol) of 1,2-phenylenediamine, and 300 mL of chloroform. This solution was refluxed at 80° C. for 5 hours under a nitrogen stream. After a predetermined time, the solution was cooled to room temperature, and then, water was added thereto. The aqueous phase was extracted with chloroform, and the extracted solution combined with the organic phase was dried with magnesium sulfate. After the drying, the mixture was subjected to suction filtration and the filtrate was concentrated to give a solid. The obtained solid was dissolved in toluene, and this solution was subjected to suction filtration through Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855) and alumina. The filtrate was concentrated; thus, 30 g of a white powder of 2,3-bis(4-bromophenyl)quinoxaline, which was a product, was obtained in a yield of 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815412B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-44cbd7bf81cf4d77b8a863b9ff2f0af4 |
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| Source note | uspto-grants-2014_08 |
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