HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 67229784, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | (3-Benzylamino-phenyl)-carbamic acid tert-butyl ester | HCID 67229700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67229784 | HCID 67229784 | 58% |
Reaction Steps
A solution of (3-benzylamino-phenyl)-carbamic acid tert-butyl ester (1.27 g, 4.3 mmol), benzenesulphonyl chloride (1.79 ml, 14 mmol) and pyridine (1.24 ml, 15.3 mmol) in dry dichloromethane (30 ml) were heated to reflux for 15 hrs. The reaction mixture was cooled to room temperature and quenched with water and extracted with dichloromethane (3×75 ml). The combined organics were dried (magnesium sulphate), concentrated in vacuo and the crude residue purified by flash column chromatography (SiO2) eluting with dichloromethane to afford the title compound as a brown oil (1.09 g, 58%). HPLC retention time 6.6 mins.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372840B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-12e16918b49447b5953a848d1b446e78 |
| Source note | uspto-grants-2013_02 |