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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584115Generated: October 30, 2026

M-Phenylenediamine → 4-(3-amino-phenylamino)-2H-phthalazin-1-one

https://huagongshe.com/reaction/584115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantM-PhenylenediamineHCID 7935—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant3-Imino-2,3-dihydroisoindol-1-oneHCID 135742374—
SolventEthanolHCID 702—
Product4-(3-amino-phenylamino)-2H-phthalazin-1-oneHCID 22343021—

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Imino-2,3-dihydro-isoindol-1-one (50 mg, 0.34 mmol) and benzene-1,3-diamine (110 mg, 0.102 mmol) were heated at 200° C. for 16 hrs. The resulting mixture was dissolved in EtOH (600 μL) and hydrazine hydrate (200 μL) was added. After heating for 2 hours at 80° C. the mixture was concentrated in vacuo and dissolved in 1500 μL DMSO and directly applied to preparative HPLC to afford 4-(3-amino-phenylamino)-2H-phthalazin-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924284B2
Source datasetuspto-grants-2005_08
ORD IDord-18f8a7d484aa4e14861ea6acab539ec2
Source noteuspto-grants-2005_08