HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-Methyl-1H-indole-2-carbaldehyde | HCID 277260 | — |
| Reactant | 2-Oxindole-5-carboxylic acid | HCID 2773318 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid | HCID 54138555 | 67% |
Reaction Steps
A mixture of 5-carboxy-2-oxindole (113 mg), 3-methylindole-2-carbaldehyde (56 mg) (prepared according to Synthetic Communications, 1986, 16, 1799) and piperidine (30 mg) in ethanol (1 mL) was held in a sealed tube at 90° C. overnight. 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 75 mg (58% yield) of 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid (piperidine salt).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06855730B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-7fed27c586384673894442131d61abef |
| Source note | uspto-grants-2005_02 |