Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Methyl 3-thiophenecarboxylate | HCID 574151 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Methyl 5-nitrothiophene-3-carboxylate | HCID 2740231 | 42% |
Reaction Steps
To a solution of 3-thiophene carboxylic acid methyl ester (1.8 g, 12.68 mmol) in acetic acid (7.5 ml) was added a mixture of nitric acid (0.67 ml), acetic acid (7.5 ml) and acetic anhydride (4.3 ml) at 0-10° C. The reaction mixture was stirred at 40° C. for 1 hr and then poured into crushed ice. The solid was filtered, washed with cold water and dried. The compound was recrystallised using ether/hexane to give 5-nitro-thiophene-3-carboxylic acid methyl ester (1.0 g, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486962B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-5a4e6afa0cb94984b084eedef3055e94 |
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| Source note | uspto-grants-2013_07 |
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