Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dimethyl Sulfone | HCID 6213 | — |
| Reactant | ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate | HCID 613091 | — |
| Reactant | Chloroformamidinium chloride | HCID 3084509 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178508840 | HCID 178508840 | 111.5% |
Reaction Steps
A mixture of ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate (400 mg, 1.51 mmol), chloroformamidine hydrochloride (434 mg, 3.78 mmol) and dimethylsulfone (710 mg, 7.55 mmol) was heated at 135° C. for 45 minutes. Water was added and the mixture was cooled down to room temperature. An aqueous ammonia solution was added to adjust the solution to pH 9. The precipitate was filtered off, yielding the title compound (440 mg) as a white powder. δH (300 MHz, DMSO-d6) 10.85 (1H, NH, D2O exchangeable), 7.53 (2H, t), 7.17 (2H, t), 6.92 (1H, s), 6.58 (2H, NH2, D2O exchangeable).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09227984B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-62f7a94912e3487880531f299caf3c7f |
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| Source note | uspto-grants-2016_01 |
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