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.