Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Cyanoethanethioamide | HCID 1416277 | — |
| Reactant | Ethanone, 2-chloro-1-(4-thiazolyl)- (9CI) | HCID 20253614 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86720752 | HCID 86720752 | 44.6% |
Reaction Steps
A N,N-dimethylformamide (49 mL) suspension of 2-chloro-1-(1,3-thiazol-4-yl)ethanone (4.9 g), 2-cyanoethanethioamide (3.3 g) and potassium carbonate (4.6 g) was stirred at 60° C. for 1 hour in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added thereto. An organic layer was separated and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=3/1). Isopropyl ether was added to the residue, and the solid was collected by filtration to obtain the title compound (2.8 g) as a faint orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045466B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-e8a156e2aabc4e5aa4c873be5f0805af |
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| Source note | uspto-grants-2015_06 |
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