Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Cyanobenzoyl chloride | HCID 308483 | — |
| Reactant | Ethyl 2-aminothiazole-4-carboxylate hydrobromide | HCID 16495520 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23296364 | HCID 23296364 | 83% |
Reaction Steps
In 15 ml of dried tetrahydrofuran, 968 mg of 2-amino-4-ethoxycarbonyl-1,3-thiazolehydrobromide were suspended. To the suspension, 1.19 g of triethylamine were added. A solution of 3-cyanobenzoyl chloride dissolved in 3 ml of dried tetrahydrofuran was added dropwise to the resulting mixture under ice cooling, followed by stirring at room temperature for 3 hours. Water was added to the reaction mixture and the resulting mixture was extracted with chloroform. The organic layer was then dried over magnesium sulfate. The solvent was then distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column (chloroform: methanol=10:1), whereby 980 mg of 2-[N-(3-cyanobenzoyl)amino]-4-ethoxycarbonyl-1,3-thiazole were obtained as white crystals. Yield: 83%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06121301 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-5208db1f81ba443b8d49f409879eabb2 |
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| Source note | uspto-grants-2000_09 |
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