HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanamide → HCID 86711621, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86711601 | HCID 86711601 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86711621 | HCID 86711621 | — |
Reaction Steps
Cyanamide (350 mg, 8.20 mmol) and potassium tert-butoxide (860 mg, 7.60 mmol) are added to a solution of 2-(3-fluoro-4-methylsulfanyl-benzyl)-isoindole-1,3-dione (preparation 15a, 2.00 g, 6.31 mmol) in methanol (50 mL). N-Bromosuccinimide (1.70 g, 9.50 mmol) is added and the mixture is stirred at room temperature over night. All volatiles are removed under reduced pressure, and the residue is treated with dichloromethane (20 mL). The mixture is washed with saturated aqueous sodium chloride solution, dried over Na2SO4 and concentrated under reduced pressure. The residue is directly used in the next step without further purification. Yield: 1.61 g (60% of theory); ESI mass spectrum: [M+H]+=342; r.t. HPLC: 0.76 min (5-95AB).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346794B1 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-35e055ed3d76434fbf92091004c6f97e |
| Source note | uspto-grants-2016_05 |