Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | HCID 59363788 | HCID 59363788 | — |
| Product | HCID 25121370 | HCID 25121370 | 34% |
Reaction Steps
To a sealed pressure vessel were added (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(2-isobutoxyphenyl)prop-2-en-1-one (256 mg, 0.8 mmol), 4N HCl in dioxanes (5 mL), and urea (242 mg, 4 mmol). The pressure vessel was sealed and heated to 120° C. for 20 h. Another 200 mg of urea were added and heated for another 5 h. The reaction was then cooled to room temperature, concentrated under reduced pressure and the product was purified by preparative HPLC to result in 10 mg (34%) of the title compound. 1H-NMR (400 MHz, d6-DMSO): δ 7.74 (d, 1H), 7.67 (d, 1H), 7.63 (d, 1H), 7.50 (m, 1H), 7.18 (d, 2H), 7.05-7.10 (m, 2H), 3.85 (dd, 2H), 2.02 (m, 1H), 0.95 (d, 6H). MS (EI) for C21H20N2O4: 364 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324231B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-cd0eef1193ce4d84bdc6b2540a2b40f7 |
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| Source note | uspto-grants-2012_12 |
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