Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | 4,4,4-Trifluoro-1-(4-fluorophenyl)butane-1,3-dione | HCID 2771476 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57513833 | HCID 57513833 | — |
Reaction Steps
A mixture of 4,4,4-Trifluoro-1-(4-fluoro-phenyl)-butane-1,3-dione (15 g, 64 mmol) and NBS (11.4 g, 64.1 mmol) was ground together at RT, which incited to give a homogeneous mixture and then solidified to give crude brominated product. Water was added to rinse the solid. The solid was taken up in ethanol (50 mL), and thiourea (4.9 g, 64 mmol) was added. The mixture was heated at 85° C. for 4 h, cooled to RT and partitioned between ethyl acetate and aq. K2CO3. The organic extract was dried over MgSO4, concentrated and chromatographed to give the title compound. m/z 291.0 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703761B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-72628678439741fba4598f6d39b3d62b |
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| Source note | uspto-grants-2014_04 |
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