Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-amino-2-thiophenecarboxylate | HCID 89652 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11458539 | HCID 11458539 | 48% |
Reaction Steps
34.1 ml (0.300 mol) of n-butyl iodide was added to a solution of 15.7 g (0.100 mol) of methyl 3-aminothiophene-2-carboxylate and 15.2 g (0.110 mol) of potassium carbonate in 200 ml of N,N-dimethylformamide at 25° C., and the mixture was stirred at 120° C. for 10 hours. After cooling, the solvent was evaporated under reduced pressure and 200 ml of ethyl acetate was added to the residue to remove inorganic salts by filtration. The filtrate was again concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate/n-hexane=1/9 v/v) to give 10.2 g (yield: 48%) of methyl 3-(n-butyl)aminothiophene-2-carboxylate (Compound a-1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05155115 |
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| Source dataset | uspto-grants-1992_10 |
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| ORD ID | ord-fe93cae47fb64b95b7649391d55ce6a5 |
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| Source note | uspto-grants-1992_10 |
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