Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113765Generated: October 31, 2026

P-Anisidine → 3-[(4-Methoxyphenyl)amino]-1-(3-methoxypropyl)-4-phenyl-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/2113765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
Reactant3-Chloro-1-(3-methoxypropyl)-4-phenyl-1H-pyrrole-2,5-dioneHCID 69145431—
SolventDimethylformamideHCID 6228—
Product3-[(4-Methoxyphenyl)amino]-1-(3-methoxypropyl)-4-phenyl-1H-pyrrole-2,5-dioneHCID 1122233615%

Reaction Conditions

Temperature150 °C

Reaction Steps

3-Chloro-1-(3-methoxypropyl)-4-phenyl-1H-pyrrole-2,5-dione (0.20 mmol, 56 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 (15%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 7.17 (bs, 1H), 7.14-7.05 (m, 3H), 7.01-6.95 (m, 2H), 6.63-6.52 (m, 4H), 3.71 (t, J=7.0 Hz, 2H), 3.70 (s, 3H), 3.45 (t, J=6.2 Hz, 2H), 3.34 (s, 3H), 1.94 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432288B2
Source datasetuspto-grants-2008_10
ORD IDord-8d1b889584c344d79b8f9857c4ac11da
Source noteuspto-grants-2008_10