HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butylsulfinamide, (S)-(-)- → (NZ,S)-N-[[3-bromo-5-(1,3-dioxoisoindol-2-yl)-2-pyridinyl]methylidene]-2-methylpropane-2-sulfinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butylsulfinamide, (S)-(-)- | HCID 11355477 | — |
| Edukt | 3-Bromo-5-(1,3-dioxoisoindolin-2-yl)picolinaldehyde | HCID 90281229 | — |
| Katalysator | Copper Sulfate | HCID 24462 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (NZ,S)-N-[[3-bromo-5-(1,3-dioxoisoindol-2-yl)-2-pyridinyl]methylidene]-2-methylpropane-2-sulfinamide | HCID 90281260 | — |
Reaktionsschritte
Copper(II) sulfate (anhydrous, 5.8 g, 36.2 mmol) was added to a solution of 3-bromo-5-(1,3-dioxoisoindolin-2-yl)picolinaldehyde (30B, 6 g, 18 mmol) and (S)-2-methylpropane-2-sulfinamide (2.2 g, 18 mmol) in CH2Cl2 (60 mL). The reaction mixture was stirred at ambient temperature for 2 hours and then filtered and washed with CH2Cl2. The filtrate was concentrated and the residue was purified by silica gel chromatography eluting with EtOAc and methylene chloride to yield the title compound. MS (m/z) 433.87 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09050344B2 |
| Quelldatensatz | uspto-grants-2015_06 |
| ORD ID | ord-127895442d4441c89adbac399234af29 |
| Quellennotiz | uspto-grants-2015_06 |