HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 4-(2-Bromomethyl-phenyl)-[1,2,3]thiadiazole | HCID 21866243 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole | HCID 21866281 | — |
Reaction Steps
A solution of 4-(2-bromomethyl-phenyl)-[1,2,3]thiadiazole (7.0 g, 0.027 mol) and sodium azide (5.3 g, 0.081 mol) in N,N-dimethylformamide (200 ml) was stirred at room temperature overnight. Ethyl acetate was added and the reaction mixture was washed with water and brine. Drying and solvent evaporation gave an oil; flash chromatography (silica gel, hexane-ethyl acetate, 96:4) gave 4-(2-azidomethyl-phenyl)-[1,2,3]thiadiazole; 1H NMR (CDCl3, 300 MHz) δ8.74 (s, 1H), 7.76 (m, 1H), 7.53 (m, 3H), 4.54 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610701B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-037756aa0ef6463a8baae3eda02eb1ad |
| Source note | uspto-grants-2003_08 |