HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azidoethanol → 2-(4-((2-Nitro-1H-imidazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azidoethanol | HCID 22323701 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Reactant | 2-Nitro-1-(prop-2-ynyl)-1H-imidazole | HCID 54675143 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(4-((2-Nitro-1H-imidazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)ethanol | HCID 57540203 | 76.3% |
Reaction Steps
To a round bottom flask was added nitropropyne 10 (150 mg, 0.99 mmol) and azido ethanol (86 mg, 0.99 mmol). To this flask was added CuSO4 (0.04M, 100 uL) and sodium ascorbate (0.1 M, 100 uL). After 16 hrs, the reaction was poured onto EtOAc and washed with NH4OH. The organics were combined and the residue was purified on a combiflash system using EtOAc:Hex as the eluent followed by DCM:MeOH to afford 180 mg (76.3% yield) of 11 as a clear colorless oil. Mass Spec (lo-res): Calc'd for C8H10N6O3: 238.08; found: 239.10 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807394B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-f01e0fb09ffc4f4e9e7ee22879eae9b7 |
| Source note | uspto-grants-2010_10 |