【摘要】 甲基苯丙烯酸酯(Ⅶ)借Wohl-Ziegler反应,用N-溴代丁二酰亚胺溴化为相应的溴甲基衍生物(Ⅷ),后者先与二乙醇胺缩合,再以亚硫酰氯氯化得双-(2-氯乙基)氨甲基苯丙烯酸酯(Ⅴ)。V用盐酸水解生成双-(2-氯乙基)氨甲基苯丙烯酸盐酸盐(Ⅵ).VI_a对小鼠肉瘤180稍有抑制作用。更多还原

【Abstract】 In the present investigation the synthesis of p-, m- and o-bis-（2-chloroethyl）-amino-methyl-cinnamic acids（Ⅵ） and their esters（Ⅴ） were described. They may be regarded as derivatives of nitrogen mustard HN₂（Ⅰ） by substituting one of hydrogen atoms of its methyl group with cinnamic acid and its ester. Methylcinnamic acid ester（Ⅶ） was converted into bromomethylcinnamic acid ester （Ⅷ） through Wohl-Ziegler reaction by employing N-bromo-succinimide in the presence of a small amount of dibenzoylperoxide in carbon tetrachloride. Compound Ⅷ condensed with diethanolamine in absolute alcohol to afford bis-（2-hydroxyethyl）-amino- methyl-cinnamic acid ester（Ⅸ）, which was then chlorinated with thionyl chloride in dichloromethane to give Ⅴ. Finally, compound Ⅵ was obtained by hydrolysis of Ⅴ with hydrochloric acid. Preliminary pharmacological examinations showed that compound VI_a was slightly active against sarcoma 180 in mice.更多还原