CN103073510B - 一类吡嗪基西弗碱化合物的结构、制备和用途 - Google Patents

一类吡嗪基西弗碱化合物的结构、制备和用途 Download PDF

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CN103073510B
CN103073510B CN201310065616.2A CN201310065616A CN103073510B CN 103073510 B CN103073510 B CN 103073510B CN 201310065616 A CN201310065616 A CN 201310065616A CN 103073510 B CN103073510 B CN 103073510B
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CN103073510A (zh
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谭学杰
刘云娜
刘海真
李晨光
赵云雪
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Qilu University of Technology
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Abstract

一类吡嗪基新西弗碱化合物的结构、制备和用途。本发明涉及一种新化合物的结构、制备方法及用途。新化合物外观呈无色针状晶体，熔点132–133℃，分子式C14H16N6，化学名为：(N1E,N2E)-N1,N2-二(1-(吡嗪-2-基)亚乙基)-1,2-乙二胺，结构如下：

Description

一类吡嗪基西弗碱化合物的结构、制备和用途
技术领域
本发明涉及有机合成和新材料技术领域，使用较简单的方法一步合成有多种潜在用途的有机晶体，纯度好，产率高。
背景技术
西弗碱(Schiff base)，又名席夫碱，是目前应用非常广泛的多功能配体，通常它是由活性羰基和胺缩合而成的，是具有核心特性基团亚胺或甲亚胺(-C=N-)的一类有机化合物。
因为Schiff 碱配合物制备方法比较简易，其结构又具有多样性，能与过渡金属、稀土金属等大多数金属离子配位，是配位化学中最重要的立体化学模型之一，大量科学工作者也因而重点关注这一领域。由于配体中引入N，S，O等高电负性原子，在一定条件下，它能很容易的与元素周期表中的大多数金属元素配位，从而可以形成稳定性各不相同的Schiff 碱—金属配合物。因此，近几十年来，人们在Schiff 碱及其金属配合物的合成与性能方面的研究付出了很大的努力和心血，其良好的生物活性与其他领域的优良性能吸引着科学家们的兴趣，成为最受人瞩目的新兴学科之一。
发明内容
本发明的内容是合成了一种新化合物，该化合物外观呈无色针状晶体，熔点132–133℃，分子式C 14 H 16 N 6 ，化学名为：(N1E,N2E)-N1,N2-二(1-(吡嗪-2-基)亚乙基)-1,2-乙二胺，结构如下：
。
1、结构鉴定。
元素分析表明，其C、H、N的百分含量分别为62.48%、6.24% 和31.29%；1H NMR各峰化学位置值 (溶剂DMSO-d6): 9.16 (s, 2H), 8.652 (s, 2H) , 8.646 (s, 2H), 3.95 (s, 4H) , 2.35 (s, 6H) ppm；单晶结构分析表明，其结晶为单斜晶系，P21/n空间群，a=3.9414(12) Å，b=15.939(5) Å，c=10.690(3) Å，α=γ=90°，β=95.684(4) °，V= 668.3(3) Å3，Z=2。本结构已成功注册CCDC号（CCDC 886238），更详细的单晶结构信息请参见CCDC数据库。附图1、附图2分别是该化合物的热椭球结构图和堆积结构图。附图3是该化合物的1H NMR谱图。
2、合成方法。
该化合物合成方法上的特征在于：以2-乙酰基吡嗪和乙二胺为原料，在合适的有机溶剂中一步完成。步骤如下：
1）将2-乙酰基吡嗪和乙二胺加入有机溶剂中，加入催化剂。反应在常温下短时间内即可完成；
2）若得到晶体状物，分离出即为产物；若得到絮状物，则重结晶即可得目标产物。
优选的，2-乙酰基吡嗪和乙二胺的摩尔比为：4∶1 ~ 1∶4。
优选的，所述有机溶剂选自：甲醇、乙醇。
优选的，所述催化剂选自：乙酸。
本发明的有益效果是：能够以比较简单的步骤和反应物一步合成比较复杂的功能分子材料。
3、配位能力研究。
该化合物可以很容易地与Ag+、Au3+、Pt3+、La3+等多种金属离子配位，形成功能各异的配合物材料。
附图说明
附图1是(N1E,N2E)-N1,N2-二(1-(吡嗪-2-基)亚乙基)-1,2-乙二胺的热椭球结构图，椭球概率50%，图中“A” 代表的对称性代码为 “−x, −y + 1, −z + 2”。
附图2是(N1E,N2E)-N1,N2-二(1-(吡嗪-2-基)亚乙基)-1,2-乙二胺的热椭球堆积图，椭球概率10%，沿a轴方向观察。
附图3是 (N1E,N2E)-N1,N2-二(1-(吡嗪-2-基)亚乙基)-1,2-乙二胺的1H NMR谱图。
具体实施方式
为了更好的理解本发明内容，下面通过几个具体实施例进一步说明本发明的技术方案。
实施例1。
称取4.885g 2-乙酰基吡嗪于圆底烧瓶内，置于恒温磁力搅拌器上，加60mL无水乙醇，搅拌溶解，量取1.38mL乙二胺缓慢滴入烧瓶内，初始溶液仍为无色透明，搅拌2小时，溶液变为黄色。停止搅拌后，静置12小时，得到大量白色针状晶体，即为目标产物。

Claims (2)

1.一种化合物，外观呈无色针状晶体，熔点132–133℃，分子式C 14 H 16 N 6 ，化学名为：(N1E,N2E)-N1,N2-二(1-(吡嗪-2-基)亚乙基)-1,2-乙二胺，结构如下：
其结晶为单斜晶系，P21/n空间群，a=3.9414(12) Å，b=15.939(5) Å，c=10.690(3) Å，α=γ=90°，β=95.684(4) °，V= 668.3(3) Å3，Z=2。
2.如权利要求1所述的化合物的合成方法，其特征在于：以2-乙酰基吡嗪和乙二胺为原料，在无水乙醇溶剂中一步完成，步骤如下：
1） 将2-乙酰基吡嗪和乙二胺按4∶1 ~ 1∶4物质的量之比加入无水乙醇中，反应在常温下搅拌2小时即可完成；
2）静置12小时，即可得到晶体状物，分离出即为产物。
CN201310065616.2A 2013-03-01 2013-03-01 一类吡嗪基西弗碱化合物的结构、制备和用途 Expired - Fee Related CN103073510B (zh)

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