Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Reactant | HCID 1221966 | HCID 1221966 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18393044 | HCID 18393044 | 62.9% |
Reaction Steps
To a suspension of sodium hydride (4.4 g) in N,N-dimethylformamide (100 ml) was added 5-ethyl-2-trifluoroacetylamino-1,3,4-thiadiazole (24 g) in three portions on ice. After stirring at the same temperature for 30 minutes, to the resulting mixture was added 4-bromobenzyl bromide (25 g), followed by stirring at room temperature for one hour. To the reaction mixture, ethyl acetate (500 ml) was added. The resulting mixture was washed successively with 10% aqueous citric acid solution and water and was dried over anhydrous magnesium sulfate, followed by removal through distillation. The residue so obtained was dispersed in a 2:3 mixed solvent of diisopropyl ether and n-hexane, collected by filtration and then dried, whereby 24.8 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-a952160fa4ad47a9b4f4d12605d449c7 |
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| Source note | uspto-grants-1999_10 |
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