Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | 6-Nitro-o-anisidine | HCID 85491 | — |
| Catalyst | HCID 178418844 | HCID 178418844 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 57771992 | HCID 57771992 | 79% |
Reaction Steps
A mixture of 6.2 g (36.9 mmol) 2-methoxy-6-nitro-phenylamine, 9.4 g (37 mmol) iodine and 5.8 g (18.5 mmol) silver sulfate in 90 ml glacial acetic acid is stirred at 60° C. for 12 h. The reaction mixture is cooled to room temperature, poured on water and extracted (3×) with ethyl acetate. The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1) to afford 8.57 g of the title compound as bright red crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030497B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-8bb99107c24d484ba80be0aa0c994b3f |
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| Source note | uspto-grants-2011_10 |
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