Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 66743876 | HCID 66743876 | — |
| Product | HCID 66743319 | HCID 66743319 | 43% |
Reaction Steps
A mixture of 5-bromo-4-methyl-3-(methylamino)thiophene-2-carboxamide (2.34 g, 9.39 mmol), acetone (10 mL, 136 mmol), MgSO4 (1.13 g, 9.39 mmol), PTSA (0.089 g, 0.47 mmol) and DMF (10 mL) was stirred at 60° C. overnight. The mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc, and the extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (Purif, NH, 98:2 hexane/EtOAc to 50:50 hexane/EtOAc) to afford the title compound (1.17 g, 43%) as a pale orange solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691828B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-122df6168b5c4a5d81b883ac19a22c42 |
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| Source note | uspto-grants-2014_04 |
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