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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930552Generated: October 28, 2026

Acetic Acid → 6-(4-benzylamino-3-nitrophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one

https://huagongshe.com/reaction/930552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant4-[4-(Benzylamino)-3-nitrophenyl]-3-methyl-4-oxobutanoic acidHCID 67450024—
SolventEthanolHCID 702—
Product6-(4-benzylamino-3-nitrophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-oneHCID 11724680—

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(4-Benzylamino-3-nitro-phenyl)-3-methyl-4-oxo-butyric acid E-4.1″ (939 mg; 2.74 mmol) is placed in 7 ml ethanol and treated with hydrazine hydrate (0.16 ml; 3.29 mmol) and acetic acid (78.58 μl; 1.37 mmol). The reaction mixture is heated up to 100° C. for 2 hours. Another portion of hydrazine hydrate (0.08 ml; 1.65 mmol) and 40 μl acetic acid are added and stirred for 2 hours at 100° C. After letting the reaction cooling to RT, the product precipitates. It is filtered off and washed with methanol and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296748B2
Source datasetuspto-grants-2016_03
ORD IDord-43f285e70cfa4190b1449e64e1717aab
Source noteuspto-grants-2016_03