HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728222Generated: November 2, 2026
Pyrrolidine → 4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-benzoic acid methyl ester
https://huagongshe.com/reaction/1728222
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 6-Chloro-1,3-dihydroindol-2-one | HCID 736344 | — |
| Reactant | methyl 4-chloro-2-formylbenzoate | HCID 57566138 | — |
| Reactant | HCID 86760834 | HCID 86760834 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-benzoic acid methyl ester | HCID 57566241 | — |
Reaction Steps
To the mixture of 6-chlorooxindole (1.2 g, 7 mmol) and 4-chloro-2-formyl-benzoic acid methyl ester (1.4 g, 7 mmol) in methanol (10 mL) was added pyrrolidine (490 mg, 7 mmol) dropwise. The mixture was then heated at 70° C. for 3 h. After cooled to 4° C., the mixture was filtered and the precipitate was collected, dried to give a mixture of E/Z-6-chloro-3-(5-chloro-2-hydroxy-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid (500 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07495007B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-26e00217062d4bec9889aa95da59b997 |
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| Source note | uspto-grants-2009_02 |
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