Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | HCID 66673011 | HCID 66673011 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | HCID 135589888 | HCID 135589888 | 25.2% |
Reaction Steps
A mixture of (E)-3-(2,3-dichlorophenyl)-1-(4-hydroxy-3-methylphenyl)prop-2-en-1-one (123 mg, 0.4 mmol) and urea (28 mg, 2.0 mmol,) (SIGMA-ALDRICH) in 4N HCl/dioxane (5 mL) was heated to 120° C. in a sealed vessel overnight. The reaction was complete as determined by LCMS, and the solution was cooled to room temperature. The crude reaction mixture was purified by reverse-phase HPLC (acetonitrile/10 mM aqueous ammonium acetate) to yield the desired product (35 mg, 25%) 1H NMR (400 MHz, d6-DMSO): 7.93 (s, 1H), 7.80-7.82 (dd, 1H), 7.49-7.58 (m, 2H), 7.09 (s, 1H), 6.88 (d, 1H), 2.18 (s, 3H). MS (EI) for C17H12Cl2N2O2: 348.5 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08101625B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-dc95805fd0ab4d6aa7f2811ba06dc1db |
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| Source note | uspto-grants-2012_01 |
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