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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081269Generated: November 1, 2026

Isatin → HCID 23363889, compound

https://huagongshe.com/reaction/1081269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatinHCID 7054—
ReactantSodium hydrideHCID 24758—
ReactantHCID 23363863HCID 23363863—
SolventDimethylformamideHCID 6228—
ProductHCID 23363889HCID 23363889—

Reaction Conditions

Temperature80 °C

Reaction Steps

1H-Indole-2,3-dione (2.4 g) in dry DMF (8 ml) at 0° C. was treated with sodium hydride (80% dispersion in mineral oil, 500 mg). The mixture was allowed to warm to room temperature and after 30 minutes 1-(2-chloroethyl)-4-(cyclohexylmethyl)piperazine (4 g) in dry DMF (8 ml) was added. The mixture was heated at 80° C. for 1.5 hours and then evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel and then treated with ethanolic HCl to give 1-[2-[4-(cyclohexylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione dihydrochloride, m.p. 256°-258° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585378
Source datasetuspto-grants-1996_12
ORD IDord-7be431a69d3847999bbd39fe65707602
Source noteuspto-grants-1996_12