Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 58424213 | HCID 58424213 | — |
| Product | HCID 58424802 | HCID 58424802 | — |
Reaction Steps
To a 10 mL CEM microwave test tube charged with 6-bromo-2-phenylthiochroman-4-one (344 mg, 1.08 mmol), KCN (150 mg, 2.2 mmol), and (NH4)2CO3 (800 mg, 7.7 mmol) is added formamide (6.5 mL). The resulting mixture is heated in a CEM microwave reactor at 60° C. for 1.5 hrs, 65° C. for 1.5 hrs, then 70° C. for 2 hrs. The resulting mixture is diluted with EtOAc (20 mL) and washed with H2O (3×10 mL). The organic layer is dried over Na2SO4, and solvent is removed in vacuo to give a crude product, which is purified by flash chromatography column (0 to 60% EtOAc/hexane) to give the 6′-bromo-2′-phenylspiro[imidazolidine-4,4′-thiochroman]-2,5-dione (237 mg). MS ESI+ve m/z 389 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921359B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-7388da79a04e485e998b7d6301747f92 |
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| Source note | uspto-grants-2014_12 |
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