Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N,N-Diethylethylenediamine | HCID 60993 | — |
| Reactant | 1-Chloro-4-nitro-7-(phenylmethoxy)-9(10H)-acridinone | HCID 13588322 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15389234 | HCID 15389234 | 94% |
Reaction Steps
A mixture of 7-benzyloxy-1-chloro-4-nitroacridin-9(10H)-one (IV-P) (9.52 g, 25 mmol), 2-diethylaminoethylamine (4.3 ml, 30 mmol) and triethylamine (3.5 ml, 25 mmol) in dimethylformamide or dimethyl sulphoxide (150 ml) was stirred and heated at 60° C. for 1 hour. Next water (500 ml) and a concentrated solution of sodium carbonate (40 ml) were added and the precipitate was filtered, washed with water and dried to give 10.8 g (94%) of crude product. Crystallisation from dimethylformamide (100 ml) gave analytically pure product, yield 10 g (87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06229015B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-34679dab14ee4e07b650699c9ae7e889 |
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| Source note | uspto-grants-2001_05 |
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