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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230100Generated: October 29, 2026

Acetic Acid → 2-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one

https://huagongshe.com/reaction/230100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactantmethyl 2-bromo-3-(2-butyn-1-yl)-5-formyl-3H-imidazole-4-carboxylateHCID 21947682—
SolventEthanolHCID 702—
Product2-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-oneHCID 21947658—

Reaction Steps

0.63 ml hydrazine hydrate are added dropwise to 3.68 g methyl 2-bromo-3-(2-butyn-1-yl)-5-formyl-3H-imidazole-4-carboxylate in 50 ml of ethanol. The reaction mixture is stirred for one hour at ambient temperature, then 3 ml acetic acid are added and the reaction mixture is refluxed for a further hour. The precipitate formed is suction filtered, washed with ethanol and diethyl ether and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566707B2
Source datasetuspto-grants-2009_07
ORD IDord-7c640521e74f4baeaf3c86418a6d2635
Source noteuspto-grants-2009_07