Method for synthesizing houttuynin Schiff base and copper complex thereof

A technology of houttuyfonate and copper complexes, which is applied in the preparation of copper organic compounds, imino compounds, organic chemistry, etc., can solve the problems of rare articles, and achieve the effects of convenient operation, high yield and good stability

Inactive Publication Date: 2019-08-06
HUNAN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, articles combining houttuyfotin with other substances in the form of chemical bonds are rare

Method used

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  • Method for synthesizing houttuynin Schiff base and copper complex thereof
  • Method for synthesizing houttuynin Schiff base and copper complex thereof
  • Method for synthesizing houttuynin Schiff base and copper complex thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Step 1. Synthesis of Schiff base C 24 h 44 o 2 N 2

[0053] Ⅰ. Dissolve 0.2740g (1mmol) sodium octanoyl acetaldehyde sulfite in 60mL of 5%-20% ethanol solution, condense and reflux magnetically for 0.5h under the condition of heating in a water bath. g 1,4-Butanediamine (1 mmol). 40°C water bath condensation reflux magnetic stirring 0.5-3h.

[0054] II. Cool the reaction solution in step I to room temperature, filter, and wash the filter cake three times with distilled water. The filter cake was vacuum-dried to obtain Schiff's base. The yield is about 89%.

[0055] (1)C 24 h 44 o 2 N 2 Infrared characterization of

[0056] C 24 h 44 o 2 N 2 For the infrared spectrum, see figure 1 (Instrument model: NEXUS infrared spectrometer). Compared with the raw material octanoylacetaldehyde sodium sulfite, C 24 h 44 o 2 N 2 In the infrared spectrum, at 1646cm -1 A new peak appears at , which is the stretching vibration peak of C=N, indicating the formation of...

Embodiment 2

[0066] Step 1. Synthesis of Schiff base C 28 h 52 o 2 N 2

[0067] Ⅰ. Dissolve 0.3020g (1mmol) houttuyfonate sodium in 60mL of 5%-20% ethanol solution, condense and reflux magnetically for 0.5h under the condition of heating in a water bath. 0.0882g 1,4-Butanediamine (1mmol). Condensate in a water bath at 40°C and stir magnetically for 0.5-3h.

[0068] II. Cool the reaction solution in step I to room temperature, filter, and wash the filter cake three times with distilled water. The filter cake was vacuum-dried to obtain Schiff's base. The yield is about 88%

[0069] (1)C 28 h 52 o 2 N 2 Infrared characterization of

[0070] C 28 h 52 o 2 N 2 For the infrared spectrum, see image 3 (Instrument model: NEXUS infrared spectrometer). Compared with raw material houttuyfonate sodium, C 28 h 52 o 2 N 2 In the infrared spectrum, at 1647cm -1 A new peak appears at , which is the stretching vibration peak of C=N, indicating the formation of a Schiff base; 1036cm -...

Embodiment 3

[0079] Step 1. Synthesis of Schiff base C 32 h 60 o 2 N 2

[0080] Ⅰ. Dissolve 0.3300g (1mmol) neohouttuyfonate sodium in 60mL of 5%-20% ethanol solution, condense and reflux magnetically for 0.5h under the condition of heating in a water bath. 0.0882 g of 1,4-butanediamine (1 mmol) was added dropwise. Condensation and reflux magnetic stirring for 0.5-3h under the condition of water bath heating.

[0081] II. Cool the reaction solution in step I overnight, filter, and wash the filter cake three times with distilled water. The filter cake was vacuum-dried to obtain Schiff's base. The yield is about 86%

[0082] (1)C 32 h 60 o 2 N 2 infrared characterization. (Instrument model: NEXUS infrared spectrometer)

[0083] C 32 h 60 o 2 N 2 For the infrared spectrum, see Figure 5 .C 32 h 60 o 2 N 2 In the infrared spectrum, at 1647cm -1 A new peak appears at , which is the stretching vibration peak of C=N, indicating the formation of a Schiff base; 1040cm -1 , 1...

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Abstract

Houttuynin is the main extract in the volatile oil of Houttuynia cordata, and has excellent antibacterial, antiviral and anti-inflammatory effects, so the houttuynin can be widely applied to medicines. The chemical properties of the houttuynin are unstable, so the medical application of the houttuynin is limited, so it is necessary to carry out chemical modification to synthesize a series of new compounds reserving the original active structure in order to obtain a compound with high activity. Sodium houttuyfonate and its homologues octanoyl acetal sodium sulfite and sodium new houttuyfonate,which are used as raw materials, are chemically modified on the basis of reserving the active group carbonyl group to obtain novel compounds with high or extensive bioactivity, so the future studyingof houttuynin drugs is benefited. The invention discloses a method for synthesizing a series of houttuynin 1,4-butanediamine Schiff bases with different carbon chain lengths, and a copper complex thereof. The formula of the Schiff base is C4H8N2(CnH2n+1)2.

Description

technical field [0001] The invention relates to the field of transition metal complex materials, in particular to a method for preparing houttuyfonate 1,4-butanediamine Schiff bases with different carbon chain lengths and copper complexes thereof. The Schiff base and its complex specifically relate to medicine and may be used in the preparation of antibacterial, antibacterial and anti-inflammatory series drugs. Background technique [0002] Houttuynia cordata is a kind of medicinal herb included in the Chinese Pharmacopoeia. It is called Houttuynia cordata because of its fishy smell after the stems and leaves are crushed. According to research, Houttuynia cordata contains decanoyl acetaldehyde, which has antibacterial activity. However, the pharmacological effect of houttuyonin is relatively simple, so it is very important to study the synergistic effect of houttuyonin and other drugs. In the current research, there are many reports on mixing houttuyfonate preparations wit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/08C07C249/02C07F1/08
CPCC07C249/02C07F1/08C07C251/08
Inventor 胡瑞祥耿海燕张漫波
Owner HUNAN NORMAL UNIVERSITY
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