HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 7-Iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | 7-Amino-4-(4-hydroxy-3-methoxyphenyl)isoindolinone | HCID 68487661 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone | HCID 68488735 | 31.4% |
Reaction Steps
In a similar manner to Step 4 of Example 140, 7-amino-4-(4-hydroxy-3-methoxyphenyl)isoindolinone (202 mg, 0.747 mmol) was dissolved in acetonitrile (10.1 mL), and the solution was treated with potassium iodide (149 mg, 0.896 mmol), copper iodide (171 mg, 0.896 mmol), iodine (228 mg, 0.896 mmol) and tert-butyl nitrite (0.266 mL, 0.896 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1) to obtain 7-iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone (100 mg, yield 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-bdbbee7acee84f529f217d38b8790b81 |
| Source note | uspto-grants-2010_06 |