Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656952Generated: October 26, 2026

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

https://huagongshe.com/reaction/656952

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 MeOH (150 ml), refluxed for 12 hours, cooled and evaporated. The residue was kept for 1 hour under high vacuum, triturated under ether and the solid was filtered off. Drying under vacuum gave the product as a solid (1.48 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-5429978f46074949b7efe0b3222da6a0
Source noteuspto-grants-2011_12