HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377596Generated: October 31, 2026
Nitric Acid → 6-(((dimethylamino)ethyl)amino)-3-hydroxy-4-nitro-7H-indeno[2,1-c]quinoline-7-on
https://huagongshe.com/reaction/377596
Participants
| Role | Name | HCID | Charge |
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| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | TAS-103 free base | HCID 135413533 | — |
| Product | 6-(((dimethylamino)ethyl)amino)-3-hydroxy-4-nitro-7H-indeno[2,1-c]quinoline-7-on | HCID 135966914 | 52.9% |
Reaction Steps
A mixture of 6-(((dimethylamino)ethyl)amino)-3-hydroxy-7H-indeno[2,1-c]quinoline-7-on obtained in example 3 (100 mg, 0.3 mmol), conc. sulfuric acid (1 ml) and nitric acid (1 ml) was stirred at 5° C. for 2 hours. The reaction mixture was poured into ice water, and a crystal precipitated was collected by filtration. The crystal obtained was purified by silica gel column chromatography (eluent; a lower layer of chloroform:methanol:water=9:3:1(v/v/v)) and crystallized from ethanol-diethylether to give 60 mg (yield: 52.9%) of title compound. The physicochemical properties thereof are shown in table 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06028079 |
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| Source dataset | uspto-grants-2000_02 |
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| ORD ID | ord-e4d42cefc92040fb89c0adb1b12e5299 |
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| Source note | uspto-grants-2000_02 |
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