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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411770Generated: October 25, 2026

Benzene → But-2-enedioic Acid Mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] Ester

https://huagongshe.com/reaction/411770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantFumaryl chlorideHCID 5325504—
Reactant1-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dioneHCID 9867338—
SolventAcetoneHCID 180—
SolventDichloromethaneHCID 6344—
ProductBut-2-enedioic Acid Mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] EsterHCID 6994508660%

Reaction Steps

To a solution of 1-Hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione, prepared as in example 1a, in 1:4 CH2Cl2:benzene, were added a large excess of fumaryl chloride and excess diisopropylethylamine. The reaction was stirred at room temperature for 20 min. Acetone and water were, added. The reaction mixture was diluted with CH2Cl2, washed with water, cold saturated NaHCO3, water and dried over Na2SO4. The resulting but-2-enedioic acid mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] ester was purified by flash chromatography (yield 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559164B1
Source datasetuspto-grants-2003_05
ORD IDord-73a3beae291a44caba9931cc95d6bb7f
Source noteuspto-grants-2003_05