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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218732Generated: November 1, 2026

Toluene → 3-(6H-Dibenzo[b,e]oxepin-1-ylidenemethyl)-phenylamine

https://huagongshe.com/reaction/2218732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTin tetrachloride dihydrateHCID 85782573—
Reactant3-Nitro-benzylidene-6,11-dihydro-dibenzo[b,e]oxepineHCID 86603984—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product3-(6H-Dibenzo[b,e]oxepin-1-ylidenemethyl)-phenylamineHCID 8660398356%

Reaction Steps

Dissolve 11-(3-Nitro-benzylidene-6,11-dihydro-dibenzo[b,e]oxepine (200 mg) in ethanol (10 mL) add tin chloride dihydrate (680 mg) and reflux for 5 h. Concentrate the reaction in vacuo, re-dissolve in ethyl acetate and wash with 1N sodium hydroxide solution. Separate the layers wash with brine and dry over sodium sulfate. Purity using filter chromatography eluting with 10% ethyl acetate:toluene to give 60 mg of product (56% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07411072B2
Source datasetuspto-grants-2008_08
ORD IDord-2cffb80652e44e01aaa6a3839092257b
Source noteuspto-grants-2008_08