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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895109Generated: November 1, 2026

HCID 11564642, compound → 3-methyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one

https://huagongshe.com/reaction/895109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 11564642HCID 11564642—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
Product3-methyl-3H-imidazo[2,1-f][1,2,4]triazin-4-oneHCID 1162235924.4%

Reaction Conditions

Temperature40 °C

Reaction Steps

3-Methyl-2-methylsulfanyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one (0.81 g, 4.1 mmol) was suspended in ethanol (10 ml) and the mixture heated to 40° C. 6×1 ml pipette amounts of Raney-nickel (50 micron stored in water) were added in portions over 9 h. On complete addition the mixture was heated at 40° C. for a further 9 h. The mixture was allowed to cool to ambient temperature and the mixture filtered through Celite. The filtrate was evaporated and the residue purified by flash column chromatography on silica eluting with 2% methanol in dichloromethane. Collecting appropriate fractions gave 3-methyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one (150 mg, 24%) as an off-white solid: δH (400 MHz, CDCl3) 3.59 (3H, s), 7.55 (1H, d, J1), 7.60 (1H, d, J1), 7.73 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06914060B2
Source datasetuspto-grants-2005_07
ORD IDord-de3c9b362e134eb6b0725c439136ec3b
Source noteuspto-grants-2005_07