Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Nitrophenol | HCID 980 | — |
| Reactant | 8-chloro-6-methyl[1,3]dioxolo[4,5-g]quinoline | HCID 332863 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 69234700 | HCID 69234700 | — |
Reaction Steps
A mixture of known 8-chloro-6-methyl[1,3]dioxolo[4,5-g]quinoline (2.216 g, 10 mmol)56 and 4-nitrophenol (2.08 g, 15 mmole) was heated at 140-150° C. for 2 h. The resulting solution was dissolved in chloroform and washed with 10% aq. solution of NaOH and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduce pressure. The resulting solid was collected by filtration, washed with ether and dried to 6-methyl-8-(4-nitrophenoxy)[1,3]dioxolo[4,5-g]quinoline, 2.94 g of (90.60%); mp 210-212° C.; 1H NMR (DMSO-d6) δ 2.52 (3H, s, Me), 6.21 (2H, s, CH2), 6.86 (1H, s, ArH), 7.30 (1H, s, ArH), 7.34-7.38 (3H, m, ArH), 8.29-8.33 (2H, m, ArH). Anal. Calcld. for (C17H12N2O5): C, 62.96; H, 3.73; N, 8.64. Found: C, 62.27; H, 3.84; N, 8.58.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193687B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-8647448b636840fe8f3250c689066f1e |
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| Source note | uspto-grants-2015_11 |
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