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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170404Generated: October 26, 2026

Hydrazine hydrate (1:1) → 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-2H-pyridazin-3-one

https://huagongshe.com/reaction/2170404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant3-(2,6-difluorophenyl)-5-hydroxy-5-methyl-4-phenyl-2(5H)-furanoneHCID 68010053—
Solvent1-ButanolHCID 263—
Product4-(2,6-difluorophenyl)-6-methyl-5-phenyl-2H-pyridazin-3-oneHCID 6801002860.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

0.60 g of hydrazine monohydrate was added dropwise to a mixture of 2.83 g of 3-(2,6-difluorophenyl)-5-hydroxy-5-methyl-4-phenyl-2(5H)-furanone and 15 ml of 1-butanol, followed by stirring at a bath temperature of 110° C. for 2.5 hours. Next, the reaction mixture was cooled to 0° C. The obtained solid was collected by filtration. The collected solid was washed with a mixed solvent (1:1) of hexane and t-butyl methyl ether, and dried under reduced pressure, thereby obtaining 1.70 g of 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-2H-pyridazine-3-one. 1H-NMR (DMSO-d6, TMS) δ (ppm): 2.02 (3H, s), 6.92-6.98 (2H, m), 7.11-7.12 (2H, m), 7.27-7.36 (4H, m), 13.2 (1H, br s)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051276B2
Source datasetuspto-grants-2015_06
ORD IDord-0a89abcce87a459895343787f8fc3e05
Source noteuspto-grants-2015_06