Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Iodobenzyl bromide | HCID 954258 | — |
| Reactant | HCID 1221966 | HCID 1221966 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18393045 | HCID 18393045 | 49.9% |
Reaction Steps
To a suspension of sodium hydride (0.44 g) in N,N-dimethylformamide (10 ml) was added 5-ethyl-2-trifluoroacetylamino-1,3,4-thiadiazole (2.25 g) in three portions on ice. After the resulting mixture was stirred at the same temperature for 30 minutes, to the mixture was added 4-iodobenzyl bromide (2.97 g), and the mixture was stirred at room temperature for two hours. To the reaction mixture, ethyl acetate (50 ml) was added. The resulting mixture was washed successively with 10% aqueous citric acid solution and water and dried over anhydrous magnesium sulfate, followed by the removal through distillation. The residue so obtained was crystallized from n-hexane, collected by filtration and then dried, whereby 2.2 g of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05965738 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-000259fed9af4133a9bee68b2fe5faf6 |
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| Source note | uspto-grants-1999_10 |
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