Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxiranemethanol, 2-methyl-, 4-nitrobenzoate, (2S)- | HCID 147239 | — |
| Reactant | HCID 178526855 | HCID 178526855 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86604803 | HCID 86604803 | 87.2% |
Reaction Steps
2-Chloro-4-nitro-1H-imidazole (3 g, 20.34 mmol) and (S)-2-methyloxiran-2-ylmethyl 4-nitrobenzoate (5.31 g, 22.37 mmol) were dissolved in ethyl acetate (10 ml). Triethylamine (0.57 ml, 4.07 mmol) was added to the solution, and the resulting mixture was stirred at 60-65° C. for 10 hours. The reaction mixture was concentrated under reduced pressure. Ethyl acetate (3 ml) and toluene (30 ml) were added to the residue, and the resulting precipitates were filtered off to afford (S)-2-chloro-4-nitro-1-[2-hydroxy-3-(4-nitrobenzoyloxy)-2-methylpropyl]imidazole (6.82 g, yield 87%) as a yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07262212B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-110b213b7e8f41b0b7b1b6666a146a53 |
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| Source note | uspto-grants-2007_08 |
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