Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | HCID 178515031 | HCID 178515031 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 21106520 | HCID 21106520 | — |
Reaction Steps
4-Hydroxy-2-(4-iodo-phenyl)-2H-phthalazin-1-one (see Method Q) (0.20 g, 0.55 mmol), thiophenol (0.061 g, 0.55 mmol), CuI (0.006 g, 0.03 mmol) and ethylene glycol (0.070 g, 1.1 mmol) were dissolved in N-methyl-pyrrolidinone (NMP) (1 ml) under argon and heated to 90° C. Stirring at this temperature was continued for 26 h before the mixture was allowed to warm to RT. H2O (50 ml) was added and the resulting solution was extracted with DCM. The title compound was obtained after purification of the raw product by chromatography over silica gel with DCM (0.10 g, 54%). 1H-NMR: (400 MHz, D6-DMSO) 11.91 (1H, s), 8.30 (1H, s), 7.91-8.06 (3H, m), 7.69 (2H, d), 7.34-7.45 (7H, m); MS (ESI+)=347.26 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07501410B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-fd6aee5fbb5e4233b94f6c26b29e4c9b |
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| Source note | uspto-grants-2009_03 |
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