Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 14099492 | HCID 14099492 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14099493 | HCID 14099493 | 88.8% |
Reaction Steps
N-(6-fluoro-2-benzothiazolyl)-3,4-dimethyl-2-hydroxy-5-oxo-2,5-dihydropyrrole (1.39 g) was added to tetrahydrofuran (30 ml) and sodium hydride (0.18 g) at room temperature. The mixture was refluxed for 15 minutes, and then cooled to room temperature. A solution of acetyl chloride (0.79 g) in tetrahydrofuran (10 ml) was added dropwise. After the mixture was refluxed for 3 hours, the solvent was evaporated. The residue was mixed with water, and extracted with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure. The solid residue was washed with a small amount of diethyl ether to give the desired N-(6-fluoro-2-benzothiazolyl)-2-oxo-3,4-dimethyl-5-acetyloxy-2,5-dihydropyrrole (1.42 g). m.p. 180°-183° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04836844 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-652210b8416b40a685809a9f9152cbaa |
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| Source note | uspto-grants-1989_06 |
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