Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | p-Toluenesulfonyl azide | HCID 13661 | — |
| Reactant | 1-Chloro-2-ethynylbenzene | HCID 585995 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 58501886 | HCID 58501886 | — |
Reaction Steps
A solution of tosyl azide (16) (1.0 equiv) in CHCl3 (0.5M) cooled to 0° C. was treated with 2-chlorophenyl acetylene (15) (1.2 equiv), 2,6-lutidine (1.2 equiv) and CuI (0.1 equiv). The resulting mixture was stirred at 0° C. for 24 h, quenched with 10% HCl, the layers separated and the aqueous one washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography (Hexane/AcOEt 5:1, 3:1 and 1:1) to provide 4-(2-chlorophenyl)-1-tosyl-1H-1,2,3-triazole (17) as a pale yellow crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08450350B2 |
|---|
| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-d5a93e2ddb9d4ef2a10b2c218bd21036 |
|---|
| Source note | uspto-grants-2013_05 |
|---|
