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N~1-(4-氨基丁基)-N~4-(9-蒽甲基)-1,4-丁二胺的合成
引用本文:程鹏飞,王玉霞,赵瑾,王超杰. N~1-(4-氨基丁基)-N~4-(9-蒽甲基)-1,4-丁二胺的合成[J]. 精细化工, 2006, 23(7): 664-666
作者姓名:程鹏飞  王玉霞  赵瑾  王超杰
作者单位:河南大学,化学化工学院,河南,开封,475001
基金项目:教育部留学回国人员科研启动基金;河南省自然科学基金
摘    要:以N-叔丁氧羰基-1,4-丁二胺和N-(4-溴丁基)邻苯二甲酰亚胺为原料,经取代及保护两步反应合成N1-(4-邻苯二甲酰亚胺)丁基-N1,N4-二叔丁氧羰基-1,4-丁二胺(Ⅳ),然后肼解得N1-氨基丁基-N1,N4-二叔丁氧羰基-1,4-丁二胺(Ⅴ),3步反应总收率38%;Ⅴ与9-蒽甲醛缩合后用NaBH4还原,产物提纯后脱保护得目标产物N1-(4-氨基丁基)-N4-(9-蒽甲基)-1,4-丁二胺盐酸盐(Ⅶ),3步反应总收率约7 5%。化合物Ⅳ~Ⅶ的结构经13CNMR,1HNMR和ESI-MS确证,并对反应条件进行了初步优化。

关 键 词:多胺  三胺衍生物
文章编号:1003-5214(2006)07-0664-03
收稿时间:2005-12-15
修稿时间:2005-12-152006-02-20

Synthesis of N1-(4-Aminobutyl)-N4-(9-anthracenylmethyl)butane-1,4-diamine
CHENG Peng-fei,WANG Yu-xia,ZHAO Jin,WANG Chao-jie. Synthesis of N1-(4-Aminobutyl)-N4-(9-anthracenylmethyl)butane-1,4-diamine[J]. Fine Chemicals, 2006, 23(7): 664-666
Authors:CHENG Peng-fei  WANG Yu-xia  ZHAO Jin  WANG Chao-jie
Affiliation:College of Chemistry and Chemical Engineering,Henan University,Kaifeng 475001 ,Henan, China
Abstract:N~1-(4-Phthalimide)butyl-N~1,N~4-ditert-butoxycarbonylbutane-1,4-diamine(Ⅳ) was prepared by the tandem reactions of substitution and protection using N-tert-butoxycarbonylbutane-1,4-diamine and N-(4-bromobutyl)phthalimide as the starting materials.Then Ⅳ was treated with hydrazine hydrate to remove its phthalimide group to give N~1-(4-aminobutyl)-N~1,N~4-di-tert-butoxycarbonylbutane-1,4-diamine(Ⅴ).Total yield of these three steps is 38%.Ⅴ was condensed with 9-anthraldehyde,then the crude product was reduced with NaBH_4.After purification,the reduced product was deprotected to provide N~1-(4-aminobutyl)-N~4-(9-anthracenylmethyl)butane-1,4-diamine trihydrochloride salt(Ⅶ) with 75% total yield in these three steps.Structures of Ⅳ~Ⅶ were confirmed by ~(13)CNMR,~1HNMR and ESI-MS.The reaction conditions were also prelimiarily optimized.
Keywords:polyamine    triamine derivatives
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