Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86642156 | HCID 86642156 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59351757 | HCID 59351757 | 46.3% |
Reaction Steps
A mixture of 4′-[(6-ethyl-2,4-dioxo-2H-thieno[2,3-d][1,3]oxazine-1(4H)-yl)methyl]biphenyl-2-carbonitrile (3.5 g), sodium azide (0.88 g) and N,N-dimethylformamide (50 mL) was stirred at 50° C. for 1 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was dissolved in toluene (30 mL), and the mixture was stirred at 110° C. for 20 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as colorless crystals (1.5 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08501750B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-c2bc01fa6d8f441ab9aca10a17f83357 |
|---|
| Source note | uspto-grants-2013_08 |
|---|