HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556445Generated: October 30, 2026
3-Chlorobenzaldehyde → Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one
https://huagongshe.com/reaction/556445
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Chlorobenzaldehyde | HCID 11477 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 6-Chloro-1,3-dihydroindol-2-one | HCID 736344 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one | HCID 57507271 | — |
Reaction Steps
To the mixture of 6-chlorooxindole (16.7 g, 0.1 mol) (Crescent) and 3-chlorobenzaldehyde (14.1 g, 0.1 mol) (Aldrich) in methanol (100 mL) was added pyrrolidine (7.1 g, 0.1 mol) (Aldrich) dropwisely. The mixture was then heated at 70° C. for 3 h. After cooling to 4° C., the resulting precipitate was collected and dried to give 20 g of E/Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid. MS: 291 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08058269B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-39ed3995927d47599ca8bfa6afcb2562 |
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| Source note | uspto-grants-2011_11 |
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