Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Ceric ammonium nitrate | HCID 180504 | — |
| Reactant | HCID 178522801 | HCID 178522801 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178522802 | HCID 178522802 | 84% |
Reaction Steps
The product of step B, compound 1-1-b, (3.2 g, 8.6 mmol) was dissolved in acetonitrile (100 mL), and treated with CAN (6.62 g, 12.1 mmol) and I2 (1.42 g, 5.6 mmol). The reaction mixture was stirred for 16 h at 85° C. The resulting mixture was concentrated, diluted with 50 mL of water, stirred for 20 min and filtered. The solid filtrate was dried under vacuum to provide the product, 1-1-c (3.6 g, 84%). 1H NMR (300 MHz, DMSO-d6) δ 6.22-6.24 (d, J=6.6, 1H), 7.22-7.39 (m, 11H), 7.55-7.74 (m, 1H), 8.07 (m, 1H), 8.47 (m, 1H), 8.71 (s, 1H), 10.49 (s, 1H). LC-MS 498[MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034851B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-cf8095ed048c40e784fafdab67d7ff1a |
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| Source note | uspto-grants-2015_05 |
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