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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57722Generated: October 28, 2026

Potassium Hydroxide → 2-Benzyloxymethyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

https://huagongshe.com/reaction/57722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant1-[[2-(Phenylmethoxy)acetyl]amino]-1H-imidazole-5-carboxamideHCID 89714812—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Benzyloxymethyl-3H-imidazo[5,1-f][1,2,4]triazin-4-oneHCID 13659280171.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of KOH (4.4 g, 78.5 mmol) in water (50 mL) was added dropwise to a solution of compound 3 (7.3 g, 26.6 mmol) in EtOH (60 mL) at room temperature. The resulting solution was heated to 110° C. for 3 hours. After removal of the organic solvent, the mixture was poured into ice water and the pH was adjusted to 7.0 with 1M aqueous HCl solution. The suspension was filtered and the filtrate was dried to afford compound 4 (4.9 g, 71% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.05 (s, 1H), 8.45 (s, 1H), 7.74 (s, 1H), 7.39˜7.29 (m, 5H), 4.59 (s, 2H), 4.36 (s, 2H). LC-MS: m/z 257.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434733B2
Source datasetuspto-grants-2016_09
ORD IDord-bd29fcaf3967415291649e417f9726a5
Source noteuspto-grants-2016_09