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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216941Generated: October 26, 2026

2-hydrazinyl-1-methyl-1H-1,3-benzodiazole → 1-(3-Isoquinolinyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazone

https://huagongshe.com/reaction/2216941

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-hydrazinyl-1-methyl-1H-1,3-benzodiazoleHCID 1522265—
Reactant1-(Isoquinolin-3-yl)ethan-1-oneHCID 11275275—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product1-(3-Isoquinolinyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazoneHCID 396600—

Reaction Steps

A mixture of 3-acetylisoquinoline (1.01 g, 5.9 mmol) and 1-methyl-2-hydrazinobenzimidazole (0.96 g, 5.55 mmol) in 15 ml of methanol is stirred for approximately 7 days at room temperature after the addition of 5 drops of glacial acetic acid. The reaction is monitored by means of thin layer chromatography (Polygram Sil G/UV254 prefabricated foils; eluting agent: petroleum ether:ethyl acetate (3:7)). The reaction mixture is stored over night in the freezer at approximately −20° C. The precipitate is filtered, washed with ether and dried. The product is recrystallized from a mixture of ethylacetate and petroleum ether. Yield: 1.66 g (95% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112680B2
Source datasetuspto-grants-2006_09
ORD IDord-c6fee03aebd242f09f4ca43a817170d2
Source noteuspto-grants-2006_09