HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-[3-(1H-Tetrazol-5-yl)phenyl]-1,4-dihydrobenzo[f]quinoxaline-2,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tributyltin azide | HCID 4984872 | — |
| Reactant | 4-(3-Cyanophenyl)-1,4-dihydrobenzo[f]quinoxaline-2,3-dione | HCID 56640368 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-[3-(1H-Tetrazol-5-yl)phenyl]-1,4-dihydrobenzo[f]quinoxaline-2,3-dione | HCID 178518569 | 66% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To an anhydrous toluene (1 mL)-anhydrous DMF (1.5 mL) solution of 4-(3-cyanophenyl)-1,4-dihydrobenzo[f]quinoxaline-2,3-dione (20 mg, 0.064 mmol) was added tri-n-butyltin azide (53 μL, 0.192 mmol), and the mixture was stirred at 110° C. for 18 hours. After cooling on standing, the reaction mixture was poured into a 1M aqueous sodium hydroxide solution, and washed with ethyl acetate. After neutralization of the aqueous layer by addition of a 1M aqueous hydrochloric acid solution, the precipitated solid was collected by filtration, washed with water, and dried to obtain the titled compound as a white crystal (15 mg, yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673915B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-488da16e13134109b19973b4fb3aab6f |
| Source note | uspto-grants-2014_03 |