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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113760Generated: November 1, 2026

Aniline → 1H-Pyrrole-2,5-dione, 3-phenyl-4-(phenylamino)-1-(3-pyridinylmethyl)-

https://huagongshe.com/reaction/2113760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant3-Chloro-4-phenyl-1-[(pyridin-3-yl)methyl]-1H-pyrrole-2,5-dioneHCID 69145172—
SolventDimethylformamideHCID 6228—
Product1H-Pyrrole-2,5-dione, 3-phenyl-4-(phenylamino)-1-(3-pyridinylmethyl)-HCID 1177265243%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 3-chloro-4-phenyl-1-(pyridin-3-ylmethyl)-1H-pyrrole-2,5-dione (0.25 mmol, 75 mg) in DMF (0.5 mL) was added aniline (0.55 mmol, 51 mg). The mixture was heated in a microwave reactor at 150° C. for five min. After cooling, the reaction mixture was purified by HPLC (95% 0.1M ammonium acetate buffer: 5% CH3CN→100% CH3CN) to give 38 mg (43%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 8.72 (bs, 1H), 8.54 (d, br, 1H), 7.79-7.75 (m, 1H), 7.47 (bs, 1H), 7.29-7.23 (m, 1H), 7.17-7.06 (m, 3H), 7.04-6.93 (m, 5H), 6.66-6.60 (m, 2H), 4.79 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432288B2
Source datasetuspto-grants-2008_10
ORD IDord-9f7f1a9f56f84cb4a83eb7f59432e423
Source noteuspto-grants-2008_10