Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 2-Ethoxalylamino-5-isopropylthiophene | HCID 19100732 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 19100755 | HCID 19100755 | 58.8% |
Reaction Steps
2-Ethoxalylamino-5-isopropylthiophene (6.9 g, 28.5 mol) was dissolved in 50 ml of acetic anhydride, cooled to -10° C., and treated with a solution of fuming nitric acid (1.8 g, 28.5 mmol) in 15 ml of acetic acid. After 20 minutes, the mixture was evaporated in vacuo to yield 8.4 g of crude product which was purified by chromatography on silica gel (toluene:acetone 95:5), to yield 4.8 g (57%) of 2-ethoxalylamino-5-isopropyl-3-nitrothiophene. 1H-NMR (CDCl3, δ): 1.3 (d, 6H), 1.5 (t, 3H), 3.1 (m, 1H), 4.5 (q, 2H), 12.0 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05284847 |
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| Source dataset | uspto-grants-1994_02 |
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| ORD ID | ord-a579f97b5df0490ea293eeb0f37658e3 |
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| Source note | uspto-grants-1994_02 |
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