HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249469Generated: October 30, 2026
Dimethylformamide → 2-[(6-Chloropyridin-3-yl)methyl]-1H-isoindole-1,3(2H)-dione
https://huagongshe.com/reaction/249469
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-Chloro-5-(chloromethyl)pyridine | HCID 155479 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[(6-Chloropyridin-3-yl)methyl]-1H-isoindole-1,3(2H)-dione | HCID 14324713 | 98.3% |
Reaction Steps
In 20 ml of EtOH, 9.4 g (6.4×10-2 mole) of phthalimide and 4.2 g of KOH were stirred for 30 minutes, followed by addition of 100 ml of DMF (dimethylformamide) and 5.2 g (2.5×10-2 mole) of 6-chloro-3-pyridylmethyl chloride. The mixture was stirred at 60° C. for 1 hour. The EtOH and DMF were distilled off under reduced pressure and the residue was chromatographed on a silica gel column and eluted with CH2Cl2. The above procedure gave 6.7 g of the title compound as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05214152 |
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| Source dataset | uspto-grants-1993_05 |
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| ORD ID | ord-69b35144e0ef4190b4e807ad45adfdeb |
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| Source note | uspto-grants-1993_05 |
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