57524-53-5Relevant academic research and scientific papers
Synthesis method of 3-nitro-4-hydroxyethylaminophenol
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Paragraph 0022-0024; 0027-0029; 0031-0033, (2020/07/12)
The invention relates to a synthesis method of 3-nitro-4-hydroxyethylaminophenol. The method comprises the following steps: reacting a compound shown as a formula I with ethanolamine under a heating condition to obtain a compound shown as formula II; and (2) heating the compound II obtained in the step (1) and hydrobromic acid to a reflux condition, carrying out demethylation reaction to obtain acompound 3-nitro-4-hydroxyethylaminophenol hydrobromide, and carrying out reaction on the compound 3-nitro-4-hydroxyethylaminophenol hydrobromide and concentrated ammonia water to obtain a compound shown as formula III, i.e. a target product. The invention provides a brand-new reaction route, cheap and easily available 4-dimethoxy-2-nitrobenzene and ethanolamine are used as the main raw materials,the whole preparation process is simple, easy to operate and free of high toxicity and high risk, the yield of the obtained product is high, and industrial production is easy to realize; and the rawmaterials ethanolamine and hydrobromic acid in the reaction process can both be recycled, thereby reducing three wastes and saving the cost.
Cytotoxic compounds. Part 21. Chloro-, methoxy-, and methoxy-carbonyl-derivatives of (bis-2-chloroethylamino)-phenols and -anilines
Abela Medici, Anthony J.,Owen, Leonard N.,Sflomos, Constantine
, p. 2258 - 2263 (2007/10/09)
New or improved syntheses are described of some NN-bis-2-chloroethylanilines carrying both a free phenolic group and a methoxycarbonyl ring substituent. A study has been made of the hydroxyethylation, with ethylene oxide, of a variety of chloro-, methoxy-, and methoxycarbonyl-nitroanilines, and of methoxy- and methoxycarbonyl-N-acylphenylenediamines. Bishydroxyethylation was inhibited by an o-methoxycarbonyl group and by an o- or p-nitro-group, but otherwise the NN-bis-2-hydroxyethyl derivatives were obtained and subsequently converted into the NN-bis-2-chloroethyl compounds. Reduction of the nitro-group, or hydrolysis of the acylamino-group, in these dichlorides led to NN-bis-2-chloroethylanilines carrying both a free amino-group and also a methoxycarbonyl-, methoxy-, or chloro-group as ring substituents. The ring-substituted (bis-2-chloroethylamino)-phenols or -anilines are precursors of mustard urethanes having potential importance as anti-tumour agents.
