HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 3-Bromo-5-fluoro-2-iodoaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Bromo-5-fluoro-2-iodo-3-nitrobenzene | HCID 19429770 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Bromo-5-fluoro-2-iodoaniline | HCID 19429794 | 76% |
Reaction Steps
Treat 1-iodo-2-nitro-4-fluoro-6-bromobenzene (5.0g, 14.46mmol) with tin (II) chloride dihydrate (12g, 58mmol) in refluxing ethanol (150mL). Stir at reflux for 24 hours, pour into a mixture of ethyl acetate (200mL) and saturated sodium hydrogen carbonate (500mL). Filter and wash the filtrate with saturated sodium hydrogen carbonate (200mL) and water (200mL). Dry (MgSO4), evaporate the solvent in vacuo and purify by silica gel chromatography to give the title compound as an off-white solid (3.45g, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05360814 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-d8d94aea26dc4d8c98cf90782c95ce4d |
| Source note | uspto-grants-1994_11 |