Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18376469 | HCID 18376469 | — |
| Reactant | HCID 18376490 | HCID 18376490 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86756284 | HCID 86756284 | 164.9% |
Reaction Steps
A mixture of 5-[4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolyl]pentyl methanesulfonate(2.20 g), imidazole(710 mg), potassium carbonate(1.43 g) and N,N-dimethylformamide(40 ml) was stirred for 3 hours at 80-90° C. Water was added to the reaction mixture. The resulting mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water, and dried(MgSO4). The residue obtained by evaporated the solvent was subjected to silica gel column chromatography. From the fraction eluted with methanol-chloroform(3:97, v/v), obtained was 4-(4-chlorophenyl)-5-[5-(1-imidazolyl)pentyl]-2-(2-methyl-1-imidazolyl)oxazole(1.45 g, 71%). The oily substance(1.45 g) was dissolved in methanol(6 ml), and thereto a 4N-hydrochloric acid-ethyl acetate solution (2 ml) was added. Ethyl acetate was then added to the reaction mixture. The precipitated white powder was collected by filtration, and washed with ethyl acetate-acetone to give 4-(4-chlorophenyl)-5-[5-(1-imidazolyl)pentyl]-2-(2-methyl-1-imidazolyl)oxazole dihydrochloride monohydrate(1.47 g, 58%). mp 197-199° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498179B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-a8af5b0fbcca4b58ba51ba264c45ddce |
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| Source note | uspto-grants-2002_12 |
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