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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355845Generated: October 30, 2026

Hydrochloric Acid → 5-(4-Nitrobenzoyl)-6 7-dihydro-5H-dibenz[b,d]azepine

https://huagongshe.com/reaction/355845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-(4-nitrobenzoyl)-N-(2-iodophenyl)-2-iodobenzeneethylamineHCID 54109817—
CatalystCopperHCID 23978—
SolventN,N,2-trimethylaziridine-1-carboxamideHCID 11007919—
Product5-(4-Nitrobenzoyl)-6 7-dihydro-5H-dibenz[b,d]azepineHCID 5400655496.5%

Reaction Steps

To a solution of 0.90 g of N-(4-nitrobenzoyl)-N-(2-iodophenyl)-2-iodobenzeneethylamine in 10 ml of N,N-dimethylpropyleneurea (DMPU) is added 1.91 g of "activated" copper bronze. The mixture is stirred and heated at 195° for 2 days, cooled and slowly dropped into 100 ml of 0.5N HCl with stirring. The precipitate is filtered, washed with H2O and air dried (1.0 g of solid). The solid is extracted with ethyl acetate to give 0.50 g of solid. Chromatography on thick layer silica gel plates with ethyl acetate-hexane (1:2) as solvent gives 0.15 g of yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834461
Source datasetuspto-grants-1998_11
ORD IDord-596659baef374971b9249e4b7a82b3cc
Source noteuspto-grants-1998_11