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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421165Generated: October 31, 2026

Sodium hydride → 3-[1-[3-(2-imidazolylthio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/1421165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-(1-methyl-3-indolyl)-4-[1-[3-(methylsulphonyloxy)propyl]-3-indolyl]-1H-pyrrole-2,5-dioneHCID 15163051—
ReactantHCID 178527877HCID 178527877—
SolventDimethylformamideHCID 6228—
Product3-[1-[3-(2-imidazolylthio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dioneHCID 1878030419.8%

Reaction Steps

7 mg of a 80% dispersion of sodium hydride in mineral oil was added to a cooled solution of 23 mg of 2-mercaptoimidazole in 10 ml of DMF. The mixture was stirred for 0.5 hour while cooling. 100 mg of the product of Example 58 were added and the mixture was stirred for 2 hours while cooling. The mixture was then allowed to warm to room temperature and was stirred overnight. The solvents were removed under reduced pressure and the residue was chromatographed on silica gel with 10% methanol in dichloromethane to give 20 mg of 3-[1-[3-(2-imidazolylthio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione, m.p. 130°-132° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE036736
Source datasetuspto-grants-2000_06
ORD IDord-f4f7a81dffbd4c9f98db6146bafdd07c
Source noteuspto-grants-2000_06