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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24390Generated: October 25, 2026

Piperidine → N-[3-(2,2-dimethylchroman-6-ylmethylene)-2-oxo-2,3-dihydro-1H-indol-6-yl]acetamide

https://huagongshe.com/reaction/24390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-carbaldehydeHCID 1797751—
ReactantN-(2-Oxoindolin-6-yl)acetamideHCID 2749839—
SolventWaterHCID 962—
ProductN-[3-(2,2-dimethylchroman-6-ylmethylene)-2-oxo-2,3-dihydro-1H-indol-6-yl]acetamideHCID 5704024144.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-acetamido-2-oxindole (285 mg), 2,2-dimethylchroman-6-carboxaldehyde (285 mg) and piperidine (0.2 ml) was stirred at 90° C. overnight. The reaction mixture was cooled and diluted with 20 ml of water. The sticky solid which formed was filtered and chromatographed (2% ethanol in ethyl acetate) to give 240 mg (44%) of N-[3-(2,2-dimethylchroman-6-ylmethylene)-2-oxo-2,3-dihydro-1H-indol-6-yl]acetamide as an orange red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855730B2
Source datasetuspto-grants-2005_02
ORD IDord-01a3a2ad64bf410eb46cf49e157ea541
Source noteuspto-grants-2005_02