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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081271Generated: October 31, 2026

Sodium hydride → 4,7-dimethyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione dihydrochloride

https://huagongshe.com/reaction/1081271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4,7-dimethyl-2,3-dihydro-1H-indole-2,3-dioneHCID 3264931—
Reactant1-Benzyl-4-(2-chloroethyl)piperazineHCID 4741634—
SolventDimethylformamideHCID 6228—
Product4,7-dimethyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione dihydrochlorideHCID 23363853—

Reaction Conditions

Temperature80 °C

Reaction Steps

4,7-Dimethyl-1H-indole-2,3-dione (700 mg) in dry DMF (10 ml) was cooled to 0° C. and sodium hydride (80% dispersion in mineral oil, 120 mg) was added. After 30 minutes at 0° C. 1-(2-chloroethyl)-4-(phenylmethyl)piperazine (1 g) in dry DMF (5 ml) was added. The mixture was heated to 80° C. for 2 hours and then evaporated under reduced pressure. The residue was subjected to flash chromatography and then treated with ethanolic HCl to give 4,7-dimethyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione dihydrochloride, m.p. 223°-227° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585378
Source datasetuspto-grants-1996_12
ORD IDord-4cf0ee6898e54ce390f7a8983b1dd722
Source noteuspto-grants-1996_12