Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | 2-Phenylacetophenone | HCID 9948 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86657576 | HCID 86657576 | 64.2% |
Reaction Steps
To a solution of 1,2-diphenylethanone (10 g, 51.0 mmol) in acetone (250 mL) were added K2CO3 (21.1 g, 153 mmol), CS2 (11.62 g, 153 mmol), and dibromomethane (26.5 g, 153 mmol) at room temperature. The reaction was stirred for 48 h at 40° C. The reaction mixture was extracted with ethyl acetate, dried over MgSO4, and concentrated under reduced pressure. The resulting residue was diluted with ethanol (125 mL) and hydrazine hydrate (2.55 g, 50.9 mmol) was added at room temperature. The reaction was refluxed for 4 h, cooled, and concentrated under reduced pressure. The residue was triturated with isopropanol and dried under reduced pressure to give the title compound as a white solid (8.25 g). LCMS m/z=253.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 3.14 (bs, 1H), 7.34-7.54 (m, 10H), 12.5 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012478B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-2c678486f86e43ee99ba5c6e2b84c283 |
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| Source note | uspto-grants-2015_04 |
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