HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 2-[6-(Pyrimidin-5-yl)hexyl]-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 5-(6-Chlorohexyl)pyrimidine | HCID 13999753 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[6-(Pyrimidin-5-yl)hexyl]-1H-isoindole-1,3(2H)-dione | HCID 13557554 | 71.1% |
Reaction Steps
A solution of 22.3 g of 6-(5-pyrimidinyl)hexyl chloride, 41.6 g of potassium phthalimide, and 1.8 g of potassium iodide in 180 ml of dimethylformamide was heated to a bath temperature of 130° C. for 1 hour. The mixture was diluted with water and was extracted with dichloromethane. The combined organic layers were washed with water and were dried over potassium carbonate. The residue obtained after evaporation was crystallized from ethyl acetate-hexane to give 24.7 g (71%) of 2-[6-(5-pyrimidinyl)hexyl]-1H-isoindole-1,3-(2H)-dione, mp 124°-126.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04551460 |
| Source dataset | uspto-grants-1985_11 |
| ORD ID | ord-55b7fa63147e4b249768d30f77e04cb2 |
| Source note | uspto-grants-1985_11 |