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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216944Generated: October 27, 2026

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

https://huagongshe.com/reaction/2216944

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-hydrazinyl-1-methyl-1H-1,3-benzodiazoleHCID 1522265—
Reactant1-(3-Methoxypyridin-2-yl)ethan-1-oneHCID 21946056—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product1-(3-Methoxy-2-pyridyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazoneHCID 86589148—

Reaction Steps

A mixture of 2-acetyl-3-methoxypyridine (0.50 g, 3.31 mmol) and 1-methyl-2-hydrazinobenzimidazole (0.54 g, 3.31 mmol) in 10 ml of methanol is stirred at room temperature for 3 days after the addition of 6 drops of glacial acetic acid. The reaction is monitored by means of thin layer chromatography (Polygram Sil G/UV254 prefabricated foils; eluting agent: CH2Cl2:MeOH (12:1)). Subsequently, the reaction mixture is diluted with distilled water until a precipitate forms and stored for 24 hours in the refrigerator at approximately 5° C. The precipitate is filtered, washed several times with water, and dried. The product is recrystallized from a mixture of 20 ml of methanol and 10 ml of water. Yield: 0.87 g (89% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112680B2
Source datasetuspto-grants-2006_09
ORD IDord-f8f22094ef404cd5a5d524b05bafc0f6
Source noteuspto-grants-2006_09