HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → N-tert-butyl-1-methylcyclopropane-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | N-tert-butyl-3-chloropropane-1-sulfonamide | HCID 11701296 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | N-tert-butyl-1-methylcyclopropane-1-sulfonamide | HCID 21889792 | — |
| Product | 1-Methylcyclopropane-1-sulfonamide | HCID 21889814 | — |
Reaction Steps
The intermediate 1-methylcyclopropane-1-sulfonamide was prepared based on previously reported method (Synlett 2006, 5, 725-278) (Scheme 2). N-(tert-butyl)-1-methylcyclopropane-1-sulfonamide was synthesized using a one-pot procedure from N-(tert-butyl)-3-chloropropane-1-sulfonamide through n-BuLi promoted intramolecular cyclization, lithiation and alkylation with methyl iodide. The removal of the Boc protecting group with TFA afforded 1-methylcyclopropane-1-sulfonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716275B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-476b6abdec0f46d8a4e8ced23b9548db |
| Source note | uspto-grants-2014_05 |