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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 620734Generated: October 26, 2026

Sodium Iodide → 7-Nitro-3-(6-nitroquinol-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

https://huagongshe.com/reaction/620734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Nitro-2,3,4,5-tetrahydro-1H-benzo[D]azepineHCID 11310042—
Reactant2-(Chloromethyl)-6-nitroquinolineHCID 12665139—
SolventAcetonitrileHCID 6342—
Product7-Nitro-3-(6-nitroquinol-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepineHCID 21245059—

Reaction Steps

7-Nitro-1,2,4,5-tetrahydro-3H-3-benzazepine (0.35 g), 2-chloromethyl-6-nitroquinoline (0.4 g - see Chem. Pharm. Bull, 28, page 2441 [1980]), sodium iodide (0.27 g) and potassium carbonate (0.25 g) in acetonitrile were heated under reflux for 18 hours. The solvent was then removed in vacuo, the residue dissolved in methylene chloride and washed three times with aqueous sodium carbonate and twice with brine. The organic layer was dried (Na2SO4) and evaporated in vacuo to give an oil which was triturated with hexane to give the title compound, yield 0.61 g, m.p. 127°-130°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04822793
Source datasetuspto-grants-1989_04
ORD IDord-9c92243ec6ab486190a3bb8c80477519
Source noteuspto-grants-1989_04