申请人:Ciba Specialty Chemical Corporation
公开号:US06365737B1
公开(公告)日:2002-04-02
A process for the preparation of a 4,4′-bis-(triazinylamino)-stilbene-2,2′-disulphonic acid compound of formula (1) is disclosed, characterized in that (a) in a first reaction step cyanurchloride is reacted with the disodium salt of 4,4′-diaminostilbene-2,2′-disulfonic acid to give the intermediate of formula (2); (b) in a second reaction step the compound of formula (2) is reacted with a compound of formula R1—H and/or R2—H to give the compound of formula (3); (c) in a third step the compound of formula (3) is reacted with the compound of the formula R3H, and reaction step (a) and/or (c) are carried out in a medium consisting of a mixture of water and a polyglycol to give the compound of formula (1), wherein R1, R2 and R3, independently, are phenylamino; phenylamino substitued by C1-C3alkyl, halogen, cyano, COOR or COR; CONH—R; SO2NH—R; NH—COR; mono- or disulphonated phenylamino; morpholino; piperidino; pyrrolidino; —NH2; —NH(C1-C4alkyl); —N(C1-C4alkyl)2; —NH(C2-C4hydroxyalkyl); —N(C2-C4hydroxyalkyl)2; —N(C1-C4alkyl)(C2-C4hydroxyalkyl); NHC2-C4 alkylsulphonic acid; —OC1-C4alkyl; an aminoacid or aminoacid amide residue from which a hydrogen atom on the amino group has been removed; R1 and R2 may further independently represent hydrogen; C1-C4alkyl; phenyl; naphthyl; phenyl or naphthyl substituted by C1-C4alkyl, C1-C4alkoxy, halogen, C2-C5alkanoyl-amino, nitro, sulpho or C1-C4alkylated amino; R is hydrogen; or C1-C3alkyl; and M is H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, tri- or tetrasubstituted by C1-C4alkyl, C2-C4hydroxyalkyl or a mixture thereof.
公开了一种制备化合物的方法,该化合物为4,4′-双-(三嗪基氨基)-亚苄-2,2′-二磺酸化合物,其化学式为(1),其特征在于:(a)在第一反应步骤中,氰尿氯脲与4,4′-二氨基亚苄-2,2′-二磺酸二钠盐反应,得到化学式(2)的中间体;(b)在第二反应步骤中,化合物(2)与化学式为R1—H和/或R2—H的化合物反应,得到化学式(3)的化合物;(c)在第三步中,化学式(3)的化合物与化学式为R3H的化合物反应,反应步骤(a)和/或(c)在由水和聚乙二醇混合而成的介质中进行,得到化学式(1)的化合物,其中R1、R2和R3独立地为苯基氨基;被C1-C3烷基、卤素、氰基、COOR或COR取代的苯基氨基;CONH—R;SO2NH—R;NH—COR;单磺化或双磺化的苯基氨基;吗啉基;哌啶基;吡咯啉基;—NH2;—NH(C1-C4烷基);—N(C1-C4烷基)2;—NH(C2-C4羟基烷基);—N(C2-C4羟基烷基)2;—N(C1-C4烷基)(C2-C4羟基烷基);NHC2-C4烷基磺酸;—OC1-C4烷基;氨基酸或氨基酸酰胺残基,氨基团上的氢原子已被去除;R1和R2还可以独立地表示氢;C1-C4烷基;苯基;萘基;被C1-C4烷基、C1-C4烷氧基、卤素、C2-C5烷酰胺基、硝基、磺酸基或C1-C4烷基化氨基取代的苯基或萘基;R为氢;或C1-C3烷基;M为H、Na、Li、K、Ca、Mg、铵离子或经C1-C4烷基、C2-C4羟基烷基或两者混合物单取代、双取代、三取代或四取代的铵离子。