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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482733Generated: October 30, 2026

Ethanol → 3-Amino-2,3,4,5-tetrahydro-1H-benzazepin-2-one

https://huagongshe.com/reaction/482733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDiethyl EtherHCID 3283—
Reactant3-Azido-1,3,4,5-tetrahydro-2H-1-benzazepin-2-oneHCID 10932520—
CatalystNickelHCID 935—
SolventWaterHCID 962—
Product3-Amino-2,3,4,5-tetrahydro-1H-benzazepin-2-oneHCID 4434433—

Reaction Steps

To a solution of 3-azido-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (see Example 1) (27 g) in 2B ethanol (3500 ml) stirring at room temperature under an atmosphere of nitrogen, a suspension of Raney nickel in water (50 ml, washed with 10 volumes of ethanol) was added. The mixture was stirred at room temperature for 2 hours when an additional 30 ml of Raney nickel suspension was added. After stirring for an additional 30 minutes, the catalyst was filtered off and the solvent removed under reduced pressure to give an oil which solidified on addition of ether to give 3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one, melting at 161°-2°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04575503
Source datasetuspto-grants-1986_03
ORD IDord-cfbd7a20e5c54dc2993cf61bbe163d96
Source noteuspto-grants-1986_03