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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3158Generated: October 28, 2026

Nitric Acid → 6-(((dimethylamino)ethyl)amino)-3-hydroxy-4-nitro-7H-indeno[2,1-c]quinoline-7-on

https://huagongshe.com/reaction/3158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantSulfuric AcidHCID 1118—
ReactantTAS-103 free baseHCID 135413533—
Product6-(((dimethylamino)ethyl)amino)-3-hydroxy-4-nitro-7H-indeno[2,1-c]quinoline-7-onHCID 13596691452.9%

Reaction Conditions

Temperature5 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733918
Source datasetuspto-grants-1998_03
ORD IDord-ce23a4c71bca4f4ba6dee847e17f8171
Source noteuspto-grants-1998_03