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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926661Generated: November 2, 2026

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

https://huagongshe.com/reaction/926661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantPentadecane, 7-(bromomethyl)-HCID 18459580—
ReactantHCID 178516979HCID 178516979—
SolventMethanolHCID 887—
Product3,7-Bis-(4-bromo-phenyl)-1,5-bis-(2-hexyl-decyl)-1H,5H-pyrrolo[2,3-f]indole-2,6-dioneHCID 86689402106.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

3,7-Bis-(4-bromo-phenyl)-1H,5H-pyrrolo[2,3-f]indole-2,6-dione (1.500 g, 3.023 mmol) (1.3) is dissolved into anhydrous dimethylformamide (60 cm3) and then potassium carbonate (4.178 g, 30.23 mmol) and 7-bromomethyl-pentadecane (2.308 g, 7.558 mmol) are added. The resulting mixture is heated to 90° C. for 21 hours before been cooling down, poured into methanol (400 cm3), filtered and washed with water (200 cm3) to recover the pure product (1.525 g, Yield: 53%). NMR (1H, 300 MHz, CDCl3): δ 7.61 (d, J=8.7 Hz, 4H), 7.57 (d, J=8.6 Hz, 4H), 6.29 (s, 2H), 3.50 (d, J=7.3 Hz, 4H), 1.76 (m, 2H), 1.28 (m, 48H), 0.86 (t, J=7.1 Hz, 12H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09287504B2
Source datasetuspto-grants-2016_03
ORD IDord-c71613391358401499eb890a861e7fba
Source noteuspto-grants-2016_03