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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926660Generated: November 1, 2026

Dimethylformamide → 3,7-Bis-(4-bromo-phenyl)-1,5-dioctyl-1H,5H-pyrrolo[2,3-f]indole-2,6-dione

https://huagongshe.com/reaction/926660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-BromooctaneHCID 8140—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178516979HCID 178516979—
SolventMethanolHCID 887—
Product3,7-Bis-(4-bromo-phenyl)-1,5-dioctyl-1H,5H-pyrrolo[2,3-f]indole-2,6-dioneHCID 8709161673%

Reaction Conditions

Temperature90 °C

Reaction Steps

3,7-Bis-(4-bromo-phenyl)-1H,5H-pyrrolo[2,3-f]indole-2,6-dione (1.250 g, 2.519 mmol) (1.3) is dissolved into anhydrous dimethylformamide (50 cm3) and then potassium carbonate (3.482 g, 25.19 mmol) and 1-bromo-octane (1.1 cm3, 6.3 mmol) is added. The resulting mixture is heated to 90° C. for 21 hours before being cooled down, poured into methanol (500 cm3) and filtered to recover the pure product (1.320 g, Yield: 73%). NMR (1H, 300 MHz, CDCl3): δ 7.64 (d, J=8.7 Hz, 4H); 7.57 (d, J=8.7 Hz, 4H); 6.26 (s, 2H); 3.62 (t, J=7.1 Hz, 4H); 1.63 (m, 4H); 1.32 (m, 8H); 1.26 (m, 12H); 0.87 (t, J=6.8 Hz, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09287504B2
Source datasetuspto-grants-2016_03
ORD IDord-a89edf85823941f7a3b905c92d48ef2d
Source noteuspto-grants-2016_03