Acta Chimica Sinica ›› 1965, Vol. 31 ›› Issue (6): 486-492,500. Previous Articles     Next Articles

肿瘤的化学治疗——ⅩⅩⅩ.与对-双(2-氯乙基)氨基-ω-溴代苯乙酮-六甲撐四胺盐有关化合物的研究(一)

任云峯, 高怡生   

  1. 中国科学院药物研究所
  • 投稿日期:1964-10-22 发布日期:2013-06-03

TUMOUR CHEMOTHERAPY ⅩⅩⅩ. STUDIES ON THE HEXAMETHYLENETETRAMINE SALT OF p-BIS(2-CHLOROETHYL) AMINO-ω-BROMOACETOPHENONE (1)

JEN YUN-FENG, KAO YEE-SHENG   

  1. Institute of Materia Medica, Academia Sinica, Shanghai
  • Received:1964-10-22 Published:2013-06-03

In this paper the preparations of Ⅵ, Ⅶ, Ⅷ, and Ⅸ, the analogues of the anti-tumour compound AT-584, were described.The starting materials for the syntheses of Ⅵ, Ⅶ, and Ⅹ were p-bis(2-halogenoethyl (or propyl)] aminobenzoic acids (ⅩⅢ, ⅩⅠⅤ).The latter was synthesized by two methods: (1)ⅩⅠ was first halogenated with PBr3 or POCl3 and then hydrolysed with hydrochloric or hydrobromic acid to yield p-bis[2-chloropropyl (or 2-bromoethyl)]aminobenzoic acids (ⅩⅠⅤb and ⅩⅢ).When ⅩⅢ was heated with sodium iodide in anhydrous acetone, XIVc was formed;(2) chlorination of p-bis (2-hydroxypropyl) aminobenzene (ⅩⅤ) with POCl3 in dimethylformamide gave p-bis(2-chloropropyl) aminobenzaldehyde (ⅩⅥ),which was then treated with potassium permanganate in acetone to afford ⅩⅠⅤ. The second route gave a better yield.