HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 54127738, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Iodoaniline | HCID 12271 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 54127738 | HCID 54127738 | 69% |
Reaction Steps
13ay) A mixture of 1.53 g of 3-iodoaniline, 2.02 g of triethylamine and 0.1 g of 4-dimethylaminopyridine in 25 ml of THF is treated dropwise with 1.83 g of cyclopropanecarbonyl chloride and subsequently held at reflux for 4 hrs. The mixture is poured into 50 ml of ice-water, made weakly acid (pH about 4) with dil. HCl and extracted three times with ethyl acetate. Chromatography on silica gel with petroleum ether/ethyl acetate 4:1 gives 1.73 g (69%) of crude cyclopropanecarboxylic acid cyclopropanecarbonyl-(3-iodo-phenyl)-amide as a colourless oil with solidifies after a few days. Yield: 69%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763450 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-d8c4d56f3bee40c4bd864b3e5b6fe670 |
| Source note | uspto-grants-1998_06 |