Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | HCID 178440070 | HCID 178440070 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22130857 | HCID 22130857 | 60% |
Reaction Steps
In 25 ml of dry acetonitrile was dissolved 5.0 g (11.5 mmol) of imidazole (101e), followed by addition of 1.7 g (23 ml) of lithium carbonate and 2.2 g (17.4 mmol) of dimethyl sulfate. The mixture was stirred under heating at 70° C. for 2 hours. The reactLion mixture was diluted with ice-water and extracted with diethyl ether. The extract was washed with water, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to provide 3.1 g (yield 60%) of 2-(3-benzyloxypropyl)-5-(3,5-dichlorophenyl-thio)-4-isopropyl-1-methyl-1H-imidazole (136a) as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06147097 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-09c497247743480b8d0246e473744b2e |
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| Source note | uspto-grants-2000_11 |
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