HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide potassium salt → 2-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | 5-(Bromomethyl)-2-methyl-1,3-thiazole | HCID 55250786 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione | HCID 46942326 | 40.1% |
Reaction Steps
Add 5-bromomethyl-2-methylthiazole (390 mg, 2.03 mmol) in dimethylformamide (2 mL) dropwise to a suspension of potassium phthalimide (434 mg, 2.34 mmol) in dimethylformamide (8 mL). Stir the reaction under nitrogen at room temperature overnight. Concentrate the mixture in vacuo, dissolve in ethyl acetate (100 mL), and wash with water (100 mL). Dry the organic phase (sodium sulfate), filter, and concentrate. Perform flash chromatography on silica gel, eluting first with 4:1 hexane/ethyl acetate, then 100% ethyl acetate to afford 210 mg of 2-(2-methylthiazol-5-ylmethyl)isoindole-1,3-dione as a tan solid. MS: m/z=259 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265246B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-a9fccd586ac842e3baf56f4f8bd03b71 |
| Source note | uspto-grants-2007_09 |