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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679925Generated: October 31, 2026

Hydrazine hydrate (1:1) → HCID 23458522, compound

https://huagongshe.com/reaction/1679925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-(m-Nitrophenyl)-3,4-diazabicyclo[4.1.0]hept-2-en-5-oneHCID 23458511—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
ProductHCID 23458522HCID 2345852276.5%

Reaction Steps

A solution of 0.65 g (13.0 millimoles) of hydrazine hydrate in 10 ml of ethanol is added, whilst stirring, to a mixture of 1.5 g (6.5 millimoles) of 2-(m-nitrophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one (see Example 32b), 20 ml of ethanol and a small amount of an aqueous Raney nickel suspension in the course of 5 minutes, during which the temperature rises from 25° to 35° C. Stirring is continued for 1 hour and the reaction mixture is then slowly raised to the boil. It is refluxed for 5 minutes and filtered hot, and the filtrate is concentrated. After recrystallization from ethyl acetate/methanol, 1.0 g (76% of theory) of 2-(m-aminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one is obtained as colorless crystals, identical with the compound from Example 33.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04271163
Source datasetuspto-grants-1981_06
ORD IDord-76815d093611414aaacc6057aa4facfb
Source noteuspto-grants-1981_06