Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 1-Naphthalenethiol | HCID 68259 | — |
| Reactant | HCID 178526495 | HCID 178526495 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59304173 | HCID 59304173 | 49% |
Reaction Steps
A mixture of 3-iodo-5-nitro-1H-indazole (10.00 g, 34.60 mmol), 1-naphthylthiol (5.54 g, 34.60 mmol), CuI (0.659 g, 3.46 mmol) and ethylene glycol (4.30 g, 69.20 mmol) in isopropanol was heated at 90° C. under nitrogen overnight, cooled, diluted with 30% MeOH in CH2Cl2, and filtered through a pad of silica gel. The filtrate was concentrated in vacuo. The concentrate was purified by chromatography with 1% MeOH in CH2Cl2 to provide the title compound, 5.5 g (49% yield), characterized by NMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07790751B2 |
|---|
| Source dataset | uspto-grants-2010_09 |
|---|
| ORD ID | ord-767263041c1d457185fb847f72154e3d |
|---|
| Source note | uspto-grants-2010_09 |
|---|
