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dalv850928

[交流] 【求助】活性染料中间体的合成

活性染料中间体:2,3,5,6-四溴-对苯二胺,(分子式:C6H4N2Br4)合成条件方法,或者用浓盐酸溶解对苯二胺后通入溴素,需要注意哪些条件?

[ Last edited by zhjf on 2008-12-10 at 17:27 ]
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jinjie

上四个溴,空间位阻很大,有难度。不过,溴化一般在有双氧水的条件下,50-60度滴加溴素,有进展告诉一下
2楼2008-05-29 13:36:48
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5-717

银虫 (小有名气)


mooncakexzj(金币+1,VIP+0):谢谢参与讨论,欢迎常来精化版分享资源,解决疑难!
SciFinder上面可以找到一些条件
要是能找到这篇文章,估计你的问题就能解决大半了,剩下的就是条件的优化

Bibliographic Information

Synthesis of maleimides based on brominated p-phenylenediamines.     Gaevskii, B. D.; Markov, V. I.; Dorofeev, V. T.; Gosteminskaya, T. V.    Dnepropetr. Khim.-Tekhnol. Inst.,  Dnepropetrovsk,  USSR.    Ukrainskii Khimicheskii Zhurnal (Russian Edition)  (1984),  50(9),  991-5.  CODEN: UKZHAU  ISSN: 0041-6045.  Journal  written in Russian.    CAN 102:131861    AN 1985:131861    CAPLUS  

Abstract

Bromination of p-O2NC6H4NH2 gave the 2,6-dibromo deriv. which was reduced by Sn-HCl to give 84% diamine I (R = R1 = NH2).  Treating the latter with maleic anhydride gave 95% I (R = HO2CCH:CHCONH, R1 = NH2) which was cyclized by Ac2O in DMF to give 90% maleimide II followed by condensation with maleic anhydride to give 85% bismaleimide III.  Bromination of I (R = R1 = NH2) gave 71% of the 2,3,5,6-tetrabromo deriv. which was condensed with maleic anhydride to give 76% of the tetrabromo analog of III.  The latter was also obtained in 4 steps from I (R = NO2, R1 = NH2) by condensation with maleic anhydride, redn. by Sn-HCl, bromination of the tetrachlorostannate salt, and condensation with addnl. maleic anhydride.
功成磨砺出
3楼2008-12-10 12:38:45
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