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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409500Generated: November 1, 2026

Imidazole → HCID 66687296, compound

https://huagongshe.com/reaction/2409500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDiethyl EtherHCID 3283—
ReactantN,N-DimethylethylenediamineHCID 66053—
Reactant5-Amino-6-nitro-1H-isoindole-1,3(2H)-dioneHCID 15144568—
Solvent1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ProductHCID 66687296HCID 6668729695.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of 5-Amino-6-nitroisoindoline-1,3-dione (5.0 g, 24.15 mmol) in Dowtherm (75 mL) were added imidazole (1.64 g, 24.15 mmol) and N1,N1-dimethylethane-1,2-diamine (3.16 mL, 24.15 mmol) and the resulting mixture was heated at 150° C. for overnight. The reaction mixture was cooled to RT, was added ether (100 mL). The yellow precipitate was collected by filtration and washed with ether (2×50 mL) and dried to afford 5-Amino-2-(2-(dimethylamino)ethyl)-6-nitroisoindoline-1,3-dione (6.4 g, 95%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815906B2
Source datasetuspto-grants-2014_08
ORD IDord-d9420187883f4c198ea76f0e4d133243
Source noteuspto-grants-2014_08