Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoylhydrazine | HCID 11955 | — |
| Reactant | 2',6'-Dihydroxyacetophenone | HCID 69687 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 136245080 | HCID 136245080 | 56.3% |
Reaction Steps
1-(2,6-Dihydroxyphenyl)ethanone (100 mg, 0.657 mmol) and benzohydrazide (89 mg, 0.657 mmol) were dissolved in methanol (4 mL) in the presence of acetic acid as a catalyst and then the reaction mixture was heated via microwave irradiation to 120° C. for 30 min. Following cooling, the solvent was removed by vacuum, and the resulting crude material was purified by flash column chromatography (2% CH3OH/CH2Cl2) affording the title compound (100 mg) as a solid. 1H NMR (400 MHz, CD3OD): δ 7.59 (m, 2H), 7.49 (m, 1H), 7.39 (m, 2H), 7.11 (t, 1H, J=8.0 Hz), 6.45 (m, 2H), 2.35 (s, 3H). ESI-MS: 271.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266838B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-95ed7323449d415c87a9bbbc1d4e12af |
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| Source note | uspto-grants-2016_02 |
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