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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238179Generated: October 26, 2026

Ammonia → 3-Phenyl-6-pyridazone

https://huagongshe.com/reaction/238179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantAcetophenoneHCID 7410—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantGlyoxylic acid, monohydrateHCID 15620607—
SolventWaterHCID 962—
Product3-Phenyl-6-pyridazoneHCID 75106—

Reaction Conditions

Temperature40 °C

Reaction Steps

19.6 g (162.95 mmol) of 1-phenylethanone and 5 g (54.32 mmol) of oxoacetic acid monohydrate were stirred at 100° C. for 2 hours. The reaction solution was then cooled to 40° C., and 20 ml of water and 4 ml of ammonia were added. The mixture was then extracted twice with 50 ml of dichloromethane. 2.64 ml (53.32 mmol) of hydrazine monohydrate were then added to the aqueous phase, and the mixture was stirred at 100° C. for 2 hours. After the reaction, the reaction solution was cooled to room temperature. The precipitated crystals were filtered off with suction, washed with water and dried in a vacuum drying cabinet at 50° C. overnight. This gave 4.3 g (24.97 mmol, 15% of theory) of the title compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642592B2
Source datasetuspto-grants-2014_02
ORD IDord-be90728811814152ae1328a5d3eae6d2
Source noteuspto-grants-2014_02