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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926659Generated: November 1, 2026

Chloranil → HCID 178516979, compound

https://huagongshe.com/reaction/926659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloranilHCID 8371—
Reactant3,7-Bis-(4-bromo-phenyl)-5,7-dihydro-1H,3H-pyrrolo[2,3-f]indole-2,6-dioneHCID 66654939—
SolventAcetic AcidHCID 176—
ProductHCID 178516979HCID 17851697963%

Reaction Conditions

Temperature50 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09287504B2
Source datasetuspto-grants-2016_03
ORD IDord-31196ffcb01443799f52a990525057c1
Source noteuspto-grants-2016_03