Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloranil | HCID 8371 | — |
| Reactant | 3,7-Bis-(4-bromo-phenyl)-5,7-dihydro-1H,3H-pyrrolo[2,3-f]indole-2,6-dione | HCID 66654939 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178516979 | HCID 178516979 | 63% |
Reaction Steps
3,7-Bis-(4-bromo-phenyl)-5,7-dihydro-1H,3H-pyrrolo[2,3-f]indole-2,6-dione (7.250 g, 14.55 mmol) (1.2) was dissolved into acetic acid (215 cm3), chloranil (7.157 g, 29.11 mmol) is added and the reaction mixture heated to 50° C. for 16 hours. After cooling down, the resulting precipitate is filtered and washed with acetic acid. The recovered solid is purified by trituration with nitrobenzene (120 cm3) at 200° C. followed by trituration with diethyl ether (100 cm3) to obtain the pure product (4.512 g, Yield: 63%). NMR (1H, 300 MHz, DMSO): δ 10.37 (br, 2H), 7.71 (d, J=8.7 Hz, 4H), 7.61 (d, J=8.7 Hz, 4H), 6.34 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09287504B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-31196ffcb01443799f52a990525057c1 |
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| Source note | uspto-grants-2016_03 |
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