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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840481Generated: October 26, 2026

Piperidine → 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid dimethylamide

https://huagongshe.com/reaction/1840481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Methyl-1H-indole-2-carbaldehydeHCID 277260—
Reactant2-Oxo-2,3-dihydro-1H-indole-5-sulfonic acid dimethylamideHCID 9816185—
SolventEthanolHCID 702—
Product3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid dimethylamideHCID 5388875457%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-dimethylaminosulfonyl-2-oxindole (96 mg), 3-methylindole-2-carbaldehyde (56 mg) (prepared according to Synthetic Communications, 1986, 16, 1799) and piperidine (30 mg) in ethanol (1 mL) was heated in a sealed tube at 90° C. for overnight. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in oven for overnight to give 76 mg (57% yield) of 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid dimethylamide (mixture of isomers).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680335B2
Source datasetuspto-grants-2004_01
ORD IDord-3b6bc61eae044f039c22ededccdf6bb9
Source noteuspto-grants-2004_01