Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-[[(5-Bromo-2,4-difluorophenyl)imino]methyl]phenol | HCID 136348804 | — |
| Catalyst | 18-Crown-6 | HCID 28557 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 67357718 | HCID 67357718 | 115.6% |
Reaction Steps
To a solution of 2-[[(5-bromo-2,4-difluorophenyl)imino]methyl]phenol (14.5 g, 46.5 mmol) in DMSO (0.43 L), K2CO3 (12.8 g, 71.8 mmol) and 18-Crown-6 (145 mg, 0.55 mmol) were added. The resulting mixture was stirred at 140° C. for 2.5 h and then allowed to cool to ambient temperature. Water (0.6 L) was added and the product was collected by filtration, washed with water and dried under reduced pressure to yield the title compound (15.7 g, 100%) which was used without further purification. 1H-NMR (400 MHz, CDCl3) 6.93-6.96 (d, J=8.2, 1H), 7.10-7.14 (d, J=8.2, 1H), 7.23-7.28 (m, 1H), 7.34-7.37 (m, 1H), 7.46-7.51 (m, 1H), 7.55-7.57 (d, J=7.8, 1H), 8.47 (s, 1H). (m/z)=292+294 (M+H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989442B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-a770803e2c194076a05573e0ea5013ee |
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| Source note | uspto-grants-2011_08 |
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