Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 118060737 | HCID 118060737 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 118061496 | HCID 118061496 | — |
Reaction Steps
To acetic anhydride (30 mL) was added fuming nitric acid (3.77 mL) under ice-cooling, and the mixture was stirred for 5 min. The obtained solution was added dropwise to a solution of tert-butyl 3-(1-methyl-1H-pyrazol-3-yl)-2-oxoimidazolidine-1-carboxylate (12.1 g) in acetic anhydride (60 mL) under ice-cooling, and the mixture was stirred at 0° C. for 30 min. The reaction mixture was diluted with water, and the mixture was neutralized with 8M aqueous sodium hydroxide solution, and extracted with ethyl acetate. The extract was washed successively with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (11.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321757B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-a27ac4ad14a34afe9f3df77a3205305e |
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| Source note | uspto-grants-2016_04 |
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