HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophenol → 6-(1-Pyrenecarbonyl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-triene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-(1-Pyrenecarbonyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene | HCID 10819215 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(1-Pyrenecarbonyl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-triene | HCID 10837185 | 154.3% |
| Product | Ammonium hydroxide methanol | HCID 21894508 | 30% |
Reaction Steps
The title compound was prepared following the procedures illustrated above in Example 78 using 6-(1-pyrenecarbonyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (0.64 g, 0.78 mmol), thiophenol (0.26 g, 2.34 mmol) and K2CO3 (1.0 g, 7.4 mmol) in 20 mL of DMF. The product was purified by flash chromatography on a silica gel column using 10:1 CH2Cl2—MeOH and then 10:1 MeOH—NH4OH (30%) to give 0.27 g (77%) of the title compound as a pale yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06191273B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-6b92337c7a484d1f82778d345c1b7caa |
| Source note | uspto-grants-2001_02 |