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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236582Generated: October 27, 2026

4-(4-Methylpiperazin-1-yl)aniline → (4Z)-4-({[4-(4-Methyl-1-piperazinyl)phenyl]amino}methylene)-1,4-dihydro-3(2H)-isoquinolinone

https://huagongshe.com/reaction/2236582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Methylpiperazin-1-yl)anilineHCID 737253—
Reactant(4E)-4-[(Dimethylamino)methylene]-1,4-dihydro-3(2H)-isoquinolinoneHCID 68694591—
SolventTolueneHCID 1140—
Product(4Z)-4-({[4-(4-Methyl-1-piperazinyl)phenyl]amino}methylene)-1,4-dihydro-3(2H)-isoquinolinoneHCID 4618339025.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

A toluene (3 mL) solution containing (4E)-4-[(dimethylamino)methylene]-1,4-dihydro-3(2H)-isoquinolinone (300 mg, 1.48 mmol) and 4-(4-methyl-piperazin-1-yl) -phenylamine (318 mg, 1.66 mmol) is heated at 110° C. for 4 h. Using the same workup as example 1, 0.13 g (25%) orange solid is obtained: mp 186-187° C. (dec.); HRMS (ESI) m/z calcd for C21H24N4O 349.20229. found 349.20180 (M+H)+1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-92a199a44b9b467e81d082e40a2cc0ba
Source noteuspto-grants-2010_05