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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216945Generated: October 27, 2026

2-hydrazinyl-1-methyl-1H-1,3-benzodiazole → 1-(4-Chloro-2-pyridyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazone

https://huagongshe.com/reaction/2216945

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-hydrazinyl-1-methyl-1H-1,3-benzodiazoleHCID 1522265—
Reactant1-(4-Chloro-pyridin-2-yl)-ethanoneHCID 13011986—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product1-(4-Chloro-2-pyridyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazoneHCID 86589149—

Reaction Steps

A mixture of 2-acetyl-4-chloropyridine (0.50 g, 3.20 mmol) and 1-methyl-2-hydrazinobenzimidazole (0.52 g, 3.20 mmol) in 5 ml of methanol is stirred for 4 days at room temperature 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 methanol and water. Yield: 0.60 g (62% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112680B2
Source datasetuspto-grants-2006_09
ORD IDord-45b5a9ed9fcf4c34962d83cdecb29975
Source noteuspto-grants-2006_09