HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butanesulfinamide → (NE)-2-methyl-N-[[4-(9-phenyl-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)phenyl]methylidene]propane-2-sulfinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butanesulfinamide | HCID 3382465 | — |
| Reactant | 4-(9-Phenyl[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)benzaldehyde | HCID 59472904 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (NE)-2-methyl-N-[[4-(9-phenyl-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)phenyl]methylidene]propane-2-sulfinamide | HCID 59472989 | — |
Reaction Steps
Racemic 2-methyl-2-propane-sulfinamide (7-1, 647 mg, 5.3 mmol), cupric sulfate (1.70 g, 7.30 mmol), and aldehyde 4-2 (511 mg, 1.45 mmol) were stirred in methylene chloride (10 mL) for 5 d at 50° C. After cooling to rt, the mixture was filtered through celite, concentrated to a minimum volume and purified via automated silica gel chromatography (0-10% MeOH in CH2Cl2 over 30 min) to give the title compound as a brown foam. LRMS m/z (M+1) Calcd: 454.2. Found 454.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008317B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-45f5e8c5469d4f9499402a62b63c9901 |
| Source note | uspto-grants-2011_08 |