Structure, preparation and application of 2-thiazole formaldehyde-furfural Schiff base

文档序号:1730238 发布日期:2019-12-20 浏览:36次 中文

阅读说明:本技术 2-噻唑甲醛-糠醛席夫碱的结构、制备和用途 (Structure, preparation and application of 2-thiazole formaldehyde-furfural Schiff base ) 是由 谭学杰 刘帅 邢殿香 于 2019-09-30 设计创作,主要内容包括:本发明涉及有机合成、光学材料和药物化学等领域,具体是一种化合物晶体的结构、制备方法及部分性质;该化合物外观呈黄色条块状晶体,熔点为97.0-99.9℃,分子式C<Sub>9</Sub>H<Sub>7</Sub>N<Sub>3</Sub>OS,化学名为:2-((E)-(((E)-呋喃-2-基亚甲基)亚肼基)甲基)噻唑;该化合物结构详见说明书,具有一定的荧光性质及抗癌活性。(The invention relates to the fields of organic synthesis, optical materials, pharmaceutical chemistry and the like, in particular to a structure, a preparation method and partial properties of a compound crystal; the compound is yellow strip-shaped crystal with melting point of 97.0-99.9 deg.C and molecular formula C 9 H 7 N 3 OS, chemical name: 2- ((E) - ((((E) -furan-2-ylmethylene) hydrazono) methyl) thiazole; the structure of the compound is detailed in the specification, and the compound has certain fluorescence property and anticancer activity.)

1. A compound which appears as yellow stripe crystals having a melting point of: 97.0-99.9 deg.C, molecular formula C9H7N3OS, chemical name: 2- ((E) - (((E) -furan-2-ylmethylene) hydrazono) methyl) thiazole, having the structure:

the crystal belongs to an orthorhombic system, the space group is Pca21, Z=4。

2. a method of synthesizing a compound as claimed in claim 1, characterized in that: taking (E) -2- (hydrazono) thiazole and furfural as raw materials, reacting at normal temperature or heating to reflux, and reacting in organic solvents such as methanol/ethanol/acetonitrile/dichloromethane/chloroform/tetrahydrofuran/acetone, and the like, wherein the steps are as follows:

1) dissolving (E) -2- (hydrazono) thiazole in an organic solvent, adding furfural according to the mass ratio of 1:4-4:1, and stirring or grinding at a certain temperature for reaction for 1-10 h to complete the reaction; if a solid phase reaction is adopted, an organic solvent can be omitted;

2) filtering, and naturally volatilizing the filtrate to separate out orange blocky crystals which are target products; if solid phase reaction is adopted, the target product crystal can be obtained by recrystallization with organic solvents such as methanol/ethanol/acetonitrile/dichloromethane/chloroform/tetrahydrofuran/acetone and the like.

3. Use of the compound crystal according to claim 1 in the fields of dyes, organic pigments, optical brighteners, photo-oxidizers, coatings, chemical and biochemical label analysis, solar traps, security labels, drug tracing, fluorescent probes, fluorescence analysis, opto-electronics, photochemical sensors, laser dyes, organic electroluminescent devices, etc., based on its fluorescent properties.

4. Use of a crystal or other pharmaceutically acceptable salt of a compound as claimed in claim 1 for the manufacture of a medicament for the treatment of tumours, wherein: the tumor is lung cancer, malignant melanoma and cervical cancer.

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