HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → N-(cyclohexylmethyl)-2-(2-(phenylsulfonyl)ethylthio)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Cyclohexanemethylamine | HCID 76688 | — |
| Reactant | 2-[2-(Phenylsulfonyl)ethylthio]nicotinic acid | HCID 2821350 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(cyclohexylmethyl)-2-(2-(phenylsulfonyl)ethylthio)nicotinamide | HCID 25221518 | 96.1% |
Reaction Steps
264 mg (1.62 mmol) of CDI were added to a solution of 500 mg (1.55 mmol) of 2-(2-(phenylsulfonyl)ethylthio)nicotinic acid in DCM (12 ml), and the mixture was stirred for 1 h at RT. A solution of 200 μl (1.55 mmol) of cyclohexanemethylamine in DCM (12 ml) was then added, and stirring was continued for a further 16 h at RT. The reaction solution was then washed in each case three times with sat. aq. ammonium chloride solution and saturated aqueous NaHCO3 solution. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. 624 mg (1.49 mmol, 96%) of N-(cyclohexylmethyl)-2-(2-(phenylsulfonyl)ethylthio)nicotinamide were obtained as residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084470B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-95654f5e65a743efaeb815581542076d |
| Source note | uspto-grants-2011_12 |