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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582501Generated: October 26, 2026

p-Fluoronitrobenzene → 5,6-Dimethoxy-1-(4-nitrophenyl)-indoline

https://huagongshe.com/reaction/1582501

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantSodium BicarbonateHCID 516892—
Reactant5,6-DimethoxyindolineHCID 11062978—
SolventDimethyl SulfoxideHCID 679—
Product5,6-Dimethoxy-1-(4-nitrophenyl)-indolineHCID 2271739465.6%

Reaction Steps

6.3 g of 4-nitrofluorobenzene (0.045 mol) were stirred with 8.0 g of 5,6-dimethoxyindoline (0.045 mol) and 4.2 g of sodium hydrogen carbonate (0.050 mol) for 2.5 h at 80° C. in 50 ml of DMSO. After cooling, the mixture was poured onto ice, the precipitate was removed by filtration under suction and the product was dried in vacuo at 45° C. The intermediate product 5,6-dimethoxy-1-(4-nitrophenyl)-indoline was obtained in a yield of 65.6% (melting point: 176-179° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06736862B2
Source datasetuspto-grants-2004_05
ORD IDord-09237c26c15543bc99c681aae604be52
Source noteuspto-grants-2004_05