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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840487Generated: October 26, 2026

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

https://huagongshe.com/reaction/1840487

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 Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-aminosulfonyl-2-oxindole (106 mg) (prepared as described in Compound IN-02), indole-2-carbaldehyde (87 mg) (prepared according to Synthetic Communications, 1993, 23, 3109) and piperidine (4 mg) in ethanol (2 mL) was heated 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 oven for overnight 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 numberUS06680335B2
Source datasetuspto-grants-2004_01
ORD IDord-6e454b9f1c7848cc8c88aa3574f4c59a
Source noteuspto-grants-2004_01