Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | ethyl 2-amino-5-propylthiophene-3-carboxylate | HCID 3399457 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86761598 | HCID 86761598 | 95% |
Reaction Steps
A mixture of compound 2c [Formula 2 wherein R1=COOEt, R2=H and R3=Pr] (5.0 g, 0.023 mol), ammonium acetate (1.80 g, 0.023 mol) and formic acid (17.70 mL, 0.469 mol) was stirred at 135-140° C. for 7 h, cooled to room temperature, diluted with water (250 mL), extracted with ethyl acetate (3×150 mL), dried over Na2SO4, concentrated and purified by column chromatography to give pure compound of Formula (3c); 5.27 g; Yield: 95%; 1H NMR (200 MHz, CDCl3): δ 0.96 (t, J=7 Hz, 3H), 1.38 (t, J=7 Hz, 3H), 1.59-1.76 (m, 2H), 2.69 (t, J=8 Hz, 2H), 4.33 (q, J=7 Hz, 2H), 6.88 (s, 1H), 8.49 (s, 1H) 10.93 (bs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08236840B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-198b9e5abd4f4a9596446c07c1eecfe2 |
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| Source note | uspto-grants-2012_08 |
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