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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113762Generated: November 2, 2026

P-Anisidine → 1-[4-(Dimethylamino)benzyl]-3-[(4-methoxyphenyl)amino]-4-phenyl-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/2113762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
Reactant3-Chloro-1-[4-(dimethylamino)benzyl]-4-phenyl-1H-pyrrole-2,5-dioneHCID 69148011—
SolventDimethylformamideHCID 6228—
Product1-[4-(Dimethylamino)benzyl]-3-[(4-methoxyphenyl)amino]-4-phenyl-1H-pyrrole-2,5-dioneHCID 1175069813%

Reaction Conditions

Temperature150 °C

Reaction Steps

3-Chloro-1-[4-(dimethylamino)benzyl]-4-phenyl-1H-pyrrole-2,5-dione (0.20 mmol, 68 mg) and 4-methoxyaniline (0.48 mmol, 59 mg) were dissolved in DMF (1 mL). 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 11 mg (13%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 7.38-7.34 (m, 2H), 7.15 (bs, 1H), 7.13-7.04 (m, 3H), 6.97 (m, 2H), 6.70 (d, 2H), 6.60-6.51 (m, 4H), 4.67 (s, 2H), 3.69 (s, 3H), 2.93 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432288B2
Source datasetuspto-grants-2008_10
ORD IDord-7a3070f4e08c441989f8fa4782ad007a
Source noteuspto-grants-2008_10