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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224219Generated: November 2, 2026

1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → HCID 59716899, compound

https://huagongshe.com/reaction/2224219

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantPotassium CarbonateHCID 11430—
Reactant7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 11164161—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59716899HCID 5971689968%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (290 mg, 0.81 mmol), prepared as described in Example 1, N-(2-bromoethyl)phthalimide (215 mg, 0.84 mmol) and K2CO3 (337 mg, 2.44 mmol) in DMF (3 ml), was heated at 80° C. for 2.5 hours. After this time, the reaction mixture was cooled to RT and diluted with ethyl acetate. The resultant solution was then washed with water. The organic layer was dried over Na2SO4, filtered and concentrated. The crude material was purified using silica gel column chromatography using an automated system eluting with a 1:1 mixture of ethyl acetate:hexane to give the title compound, 2-(2-(7,8-bis(4-chlorophenyl)-3-oxo-[1,2,4]triazolo[4,3-b]pyridazin-2(3H)-yl)ethyl)isoindoline-1,3-dione as a yellow solid (290 mg, 68%). MS M+H=530.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378418B2
Source datasetuspto-grants-2008_05
ORD IDord-1c8fa5c9fe0240d48d5a93db8365380c
Source noteuspto-grants-2008_05