HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500937Generated: November 2, 2026
Dimethylformamide → 4-chloro-2-fluoro-6-iodo-N-(2-(methylsulfonyl)ethyl)aniline
https://huagongshe.com/reaction/1500937
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl vinyl sulfone | HCID 19354 | — |
| Reactant | 4-Chloro-2-fluoro-6-iodoaniline | HCID 2773650 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-chloro-2-fluoro-6-iodo-N-(2-(methylsulfonyl)ethyl)aniline | HCID 89924008 | 61.8% |
Reaction Steps
A mixture of 4-chloro-2-fluoro-6-iodoaniline (0.5 g, 1.8 mmol), vinylmethylsulfone (0.2 g, 1.8 mmol), Cs2CO3 (1.17 g, 3.6 mmol) and DMF (15 mL) was heated with stirring at 50° C. overnight. The resulting mixture was poured into water and then extracted with EA (50 mL×3). The combined organic phases were dried over Na2SO4 and then concentrated. The residue was purified by column chromatography (EtOAc:PE=1:40) to give 4-chloro-2-fluoro-6-iodo-N-[2-(methylsulfonyl)ethyl]aniline (0.42 g, yield: 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206191B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-8294b705f80f482e83ed0ecf9fe2cb13 |
|---|
| Source note | uspto-grants-2015_12 |
|---|