Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 4-(Bromomethyl)benzenesulfonyl chloride | HCID 2734409 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 65482176 | HCID 65482176 | — |
Reaction Steps
5 g of 4-(bromomethyl)benzenesulfonyl chloride (18.6 mmol, 1 eq.) were dissolved under argon atmosphere in 82.5 ml of dichloromethane and cooled down at −10° C. internal temperature. A solution of 1.29 ml cyclopropanamine (18.6 mmol, 1 eq.) and 2.59 ml of triethylamine (18.6 mmol, 1 eq.) in 82.5 ml of dichloromethane were added dropwise at −10° C. internal temperature and stirred at this temperature for one hour. The reaction mixture was washed once with 1 M aqueous hydrogen solution and twice with distilled water. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude product contained a mixture of bromomethyl- and chloromethyl-substituents.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09265763B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-e00df9eb5ac44192ad6b97ae406f38f9 |
|---|
| Source note | uspto-grants-2016_02 |
|---|