Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | HCID 18008890 | HCID 18008890 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 18369254 | HCID 18369254 | 45.1% |
Reaction Steps
To a solution of ethyl-3,4-dihydro-7-methyl-3-oxoquinoxaline-2-carboxylate (1.65 g, 7.10 mmol) in acetic acid (15 ml) was added dropwise fuming nitric acid (1.36 ml, 14.2 mmol), and the mixture was stirred for 1 hour at 60° C. The reaction mixture was poured into ice water and, after stirring for 25 minutes, the precipitate was collected by filtration. These were air-dried and then dissolved into ethyl acetate. Moreover, the filtrate was extracted with ethyl acetate, which was combined with foregoing organic layer. After dried over anhydrous sodium sulfate, solvent was distilled off. The residue obtained was purified by means of silica gel column chromatography [n-hexane:ethyl acetate=1:1] to obtain 887 mg of the title compound as pale yellow powder. Yield 45%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06348461B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-02ef1f99e1494245b63ab673007be363 |
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| Source note | uspto-grants-2002_02 |
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