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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286166Generated: October 29, 2026

5-(o-fluorophenyl)-1,3-dihydro-7-[1-(hydroxyimino)ethyl]-1,3-dimethyl-2H-1,4-benzodiazepin-2-one → 7-(1-aminoethyl)-5-(o-fluorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one

https://huagongshe.com/reaction/2286166

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(o-fluorophenyl)-1,3-dihydro-7-[1-(hydroxyimino)ethyl]-1,3-dimethyl-2H-1,4-benzodiazepin-2-oneHCID 73682985—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventAmmoniaHCID 222—
Product7-(1-aminoethyl)-5-(o-fluorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-oneHCID 20542081—

Reaction Steps

A solution of 4.1 g (12.08 mmol) of 5-(o-fluorophenyl)-1,3-dihydro-7-[1-(hydroxyimino)ethyl]-1,3-dimethyl-2H-1,4-benzodiazepin-2-one in 150 ml of 2 N methanolic ammonia is treated with 5 g of Raney-nickel paste and the suspension is stirred in a hydrogen atmosphere for 24 hours. After filtration of the catalyst and removal of the solvent in vacuo, there is obtained 7-(1-aminoethyl)-5-(o-fluorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one as a foam of melting point 48°-50°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04327026
Source datasetuspto-grants-1982_04
ORD IDord-a8d3b9f6a6c84d4089b134a1bf4193b2
Source noteuspto-grants-1982_04