HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[1,2,3]Thiadiazol-4-yl-benzylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole | HCID 21866281 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[1,2,3]Thiadiazol-4-yl-benzylamine | HCID 11401272 | — |
Reaction Steps
A solution of 4-(2-azidomethyl-phenyl)-[1,2,3]thiadiazole (1.0 g, 4.6 mmol), triphenylphosphine (1.4 g, 5.5 mmol) and water (0.12 ml, 6.9 mmol) in tetrahydrofuran (20 ml) was stirred at room temperature overnight. Solvent evaporation and flash chromatography (silica gel, chloroform-2-propanol, 95:5-92:8) gave 2-[1,2,3]thiadiazole-4-yl-benzylamine; 1H NMR (CDCl3, 300 MHz) δ8.87 (s, 1H), 7.67 (d, 1H, J=8 Hz), 7.45 (m, 3H), 3.88 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610701B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-6f2b996dda2942d4b2c01d1a5c9c0b6f |
| Source note | uspto-grants-2003_08 |