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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24486Generated: October 26, 2026

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

https://huagongshe.com/reaction/24486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantIndole-2-carboxaldehydeHCID 96389—
Reactant2-Oxoindoline-5-sulfonamideHCID 10198232—
SolventEthanolHCID 702—
Product3-(1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid amideHCID 5423212883%

Reaction Steps

A mixture of 5-aminosulfonyl-2-oxindole (106 mg), indole-2-carbaldehyde (87 mg) (prepared according to Synthetic Communications, 1993, 23, 3109) and piperidine (4 mg) in ethanol (2 mL) was held in a sealed tube at 90° C. for 3 hours. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in a vacuum oven to give 140 mg (83% yield) of 3-(1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid amide as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855730B2
Source datasetuspto-grants-2005_02
ORD IDord-e5497abd8c934133ad7a0fe805074e9e
Source noteuspto-grants-2005_02