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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15145Generated: October 26, 2026

Anisole → 4-(3-Hydroxypropyl)-1,2-dihydro-3,6-pyridazinedione

https://huagongshe.com/reaction/15145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
Reactant5-(3-Hydroxypropyl)-1-{[4-(methyloxy)phenyl]methyl}-1,2-dihydro-3,6-pyridazinedioneHCID 67526564—
SolventTrifluoroacetic acidHCID 6422—
Product4-(3-Hydroxypropyl)-1,2-dihydro-3,6-pyridazinedioneHCID 6752660092.4%

Reaction Conditions

Temperature40 °C

Reaction Steps

5-(3-Hydroxypropyl)-1-{[4-(methyloxy)phenyl]methyl}-1,2-dihydro-3,6-pyridazinedione (2.734 g) was treated with anisole (10 ml) and TFA (100 ml) and stirred at 40° C. overnight. The solution was cooled, evaporated to dryness and kept under high vacuum for 30 minutes. The residue was taken up in methanol (150 ml), refluxed for 12 hours, cooled and evaporated. The residue was kept 1 hour under high vacuum, triturated under ether and the solid filtered off. Drying under vacuum gave the product as a solid (1.48 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732460B2
Source datasetuspto-grants-2010_06
ORD IDord-64085410a3814934ac4d536069652f58
Source noteuspto-grants-2010_06