Synthesis of mononuclear (polynuclear) complex of Schiff's base and bismuth

A Schiff base and nuclear coordination technology, applied in bismuth organic compounds, organic chemistry and other directions, can solve the problems of lack of systematic theoretical support, lack of high efficiency and low toxicity, lack of new methods and ideas for screening antibacterial and antitumor Simple, mild effects

Inactive Publication Date: 2013-05-01
李强国 +1
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the face of great achievements, we must also objectively and clearly recognize the problems faced in the development of bismuth drugs: (1) lack of high-efficiency and low-toxic bismuth drugs to treat diseases such as tumors and digestive tract; (2) the use of bismuth drugs The research on the mechanism of action is not comprehensive and lacks systematic theoretical support; (3) There is a lack of new methods and new ideas for screening antibacterial and antitumor drugs

Method used

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  • Synthesis of mononuclear (polynuclear) complex of Schiff's base and bismuth
  • Synthesis of mononuclear (polynuclear) complex of Schiff's base and bismuth
  • Synthesis of mononuclear (polynuclear) complex of Schiff's base and bismuth

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1 Synthesis of o-vanillin ethylenediamine Schiff base and bismuth single (double) nuclear complex

[0026] (1) Preparation of o-vanillin ethylenediamine Schiff base. Add o-vanillin (2mmol, 0.304g) and ethylenediamine (1mmol, 0.12g) to 30ml of ethanol (50ml round bottom flask) respectively, stir at room temperature, and a yellow precipitate precipitates out. After reacting for 2 hours, filter, wash the filter cake with absolute ethanol, and dry to obtain o-vanillin ethylenediamine Schiff base with a yield of 64%. IR(KBr):v(cm -1 ): 3380.4, 2898.8, 2848.5, 1632.9, 1471.12, 1251.6, 1081.8. 1 H NMR (DMSO-d 6 , 400MHz): δ12.98(s, 2H), 8.92(s, 2H), 6.89~7.24(m, 6H), 4.00(s, 4H), 3.73(s, 6H). 13 C NMR (DMSO-d 6 , 400MHz): δ162, 152.9, 150.9, 125.1, 122.5, 122.1, 117.9, 68.7, 56.2.MS (EI): m / z328 (M + ).

[0027] (2) Synthesis of mononuclear complexes of o-vanillin ethylenediamine Schiff base and bismuth. Dissolve o-vanillin ethylenediamine Schiff's base (0.8mmo...

Embodiment 2

[0031] Example 2 Synthesis of o-vanillin condensed o-phenylenediamine Schiff base and bismuth single (double) nuclear complex

[0032] (1) Preparation of o-phenylenediamine Schiff base with o-vanillin. Add o-vanillin (2mmol, 0.304g) into 30ml of ethanol (100ml round bottom flask), heat in a water bath and stir to make it all dissolve. At the same time, pour the weighed o-phenylenediamine (1mmol, 0.108g) into a clean small beaker, add 20ml of ethanol, heat slightly and stir to make it all dissolve. The ethanol solution of o-phenylenediamine was slowly added dropwise to the o-vanillin solution to obtain an orange solution. After about 5 minutes, an orange crystalline solid precipitated out of the flask. The reaction was continued for another 1 h, and the reaction solution was transferred to a clean beaker. Cooling with an ice-water bath, more solids precipitated. Filtrate immediately to obtain an orange crystalline solid, which is washed and dried to obtain an orange o-vanilli...

Embodiment 3

[0037] Example 3 Synthesis of polynuclear complexes of o-vanillin ethylenediamine Schiff base and bismuth. Dissolve o-vanillin ethylenediamine Schiff base (0.4mmol, 0.1312g) in 25ml of methanol (50ml round bottom flask), heat and stir to dissolve the Schiff base to obtain a yellow transparent solution. Mix and grind bismuth nitrate (0.4mmol, 0.194g) and mannitol (0.4mmol, 0.0728g) into a paste, add 3ml of water, grind to obtain a clear solution, and then add 5ml of methanol. Slowly add the bismuth chelating agent solution dropwise into the methanol solution of Schiff's base to obtain a light yellow clear solution. When about 3 / 4 of the chelating agent is added, it tends to become turbid. Stop adding the chelating agent and continue heating and stirring. After 1h, transfer the solution in the flask to a beaker, let it stand still, and volatilize naturally. After 12h, a pale yellow granular precipitate precipitated out, washed and dried. A pale yellow granular solid was obtaine...

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Abstract

The invention relates to preparation of a mononuclear (polynuclear) complex of Schiff's base and bismuth. The method comprises the main steps of: adding Schiff's base, an organic solvent, a bismuth salt and a chelating agent in a suitable container; heating with stirring; and after thorough reaction, treating the products to obtain a pure product. The invention uses the rich and fine bismuth resources in Chenzhou, Hunan Province to synthesize the bismuth complex with biological activity, and plays important role in promoting the improvement on comprehensive utilization of nonferrous metals in Hunan, formation of an industrial chain, and comprehensive increase of local economic efficiency.

Description

technical field [0001] The invention relates to organic chemistry and metal coordination compounds, specifically refers to the reaction of Valens Schiff base and bismuth salt to form single (double) nuclear complexes. Background technique [0002] Bismuth is the 83rd element in the periodic table, belonging to the VA group, and the ground state electronic configuration is [Xe]4f 14 5d 10 6S 2 6p 3 , with an atomic weight of 208.98, is the heaviest stable metal element in the periodic table. It was discovered by Potts and Bergmann in 1739. It is a by-product of mining lead, copper and zinc. It mainly has two valence states (+3, +5), among which trivalent bismuth is the most common and stable oxidation state. Nature With oxide (Bi 2 o 3 ), carbonate ((BiO) 2 CO 3 ) and sulfide (Bi 2 S 3 ) form exists. According to Pearson's soft and hard acid base theory bismuth (Bi 3+ ) belongs to the boundary ion, which is strongly bound to sulfur and has a high affinity to oxyge...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/94C07F19/00
Inventor 李强国李传华肖圣雄蒋建宏姚飞虹刘文奇陶李明李爱桃李劲阳光蔡政李旭
Owner 李强国
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