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A compound with polycarbonyl substituted six-membered semicucurbitan ring and its preparation method

A polycarbonyl semi-compound technology, applied in the field of cyclic compounds and their synthesis, can solve problems such as the inability to coordinate metal ions

Active Publication Date: 2021-08-03
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This property prevents it from effectively coordinating with metal ions

Method used

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  • A compound with polycarbonyl substituted six-membered semicucurbitan ring and its preparation method
  • A compound with polycarbonyl substituted six-membered semicucurbitan ring and its preparation method
  • A compound with polycarbonyl substituted six-membered semicucurbitan ring and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Example 1: Dissolve 1.14g (10mmol) of imidazolidinone in 50ml of water. At this time, the solution was acidic (pH≈2), and anhydrous sodium carbonate solid (0.7g) was added to adjust the pH of the solution to neutral. Then add 0.60g (20mmol) of paraformaldehyde, and the reaction temperature is 55°C. When the paraformaldehyde sinking at the bottom of the flask is observed to disappear, 1.14g (10mmol) of imidazolidinone is added thereto and reacted for 48h. Suction filtration, the filter cake was washed with water until the pH value of the filtrate was neutral, and a solid product was obtained. It was dried and weighed, the product quality was 0.64g, and the yield was 25.40%.

Embodiment 2

[0016] Example 2: 2.28 g (20 mmol) of the prepared imidazolidinone was dissolved in an appropriate amount of water, and 0.60 g (20 mmol) of paraformaldehyde in an equimolar amount was added to react at 55° C. After one day of reaction, the solution in the flask gradually turned into a suspension, and a small amount of concentrated hydrochloric acid was added to adjust its pH to 1, and the reaction was continued for 12 hours. After filtration, the filtrate was spin-dried on a rotary evaporator to obtain a viscous substance, which was added with absolute ethanol to make it no longer viscous to obtain the product, which was dried and weighed to obtain 0.30 g with a yield of 11.88%.

Embodiment 3

[0017] Example 3: Get 2.28g (20mmol) of the prepared imidazolintriketone and dissolve it in an appropriate amount of water, add anhydrous sodium carbonate solid (about 1.4g) to adjust the pH value of the solution to neutrality, add 0.60g (20mmol) equimolar amount of paraformaldehyde, react at 55°C. Reaction 48h. Suction filtration, the filter cake was washed with water until the pH value of the filtrate was about neutral, and a solid product was obtained. It was dried and weighed, the product quality was 0.54g, and the yield was 21.43%.

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Abstract

The invention discloses a carbonyl-substituted six-membered half cucurbit ring and a preparation method thereof, and is a novel organic heterocyclic compound and a synthesis method. In the synthesis method, imidazoline trione and paraformaldehyde are used as raw materials, the acidity and alkalinity thereof are adjusted in the reaction process, and the carbonyl-substituted six-membered half-cucurbit ring is obtained after the reaction for 36-48 hours. The reaction progress is controlled by adjusting the acidity and alkalinity. The advantage of this half-melon ring is that due to the inversion of the conformation, the port can be controlled, and its structure has multiple carbonyl groups, and its ring-shaped outer wall has a strong negative charge, which is used for the adsorption of metal ions, sewage treatment, etc. The application provides a theoretical basis.

Description

technical field [0001] The present invention relates to a kind of novel cyclic compound and its synthetic method, specifically, it is a kind of synthetic method called carbonyl substituting six-membered semicucurbit ring. Background technique [0002] Cucurbit[n]urils (Q[n]) are a class of macrocyclic cage compounds that are connected by n glycoside uril units and 2n methylene bridges. During the research of cucurbit ring series derivatives, compounds similar to half glycoside uridine molecules were found. This analog can likewise react with paraformaldehyde to form a cyclic compound. Compared with the structure of the cucurbit ring, this type of cyclic compound is very similar to the half structure obtained by cutting the cucurbit ring from the middle, so it is called a semi-cucurbit[n]uril (hereinafter referred to as HemiQ[n]) vividly. . Compared with ordinary melon rings and other series of modified melon rings, the semi-cucurbit ring is in an unstable state because th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22
CPCC07D487/22
Inventor 马培华程思远周开志刘玲菲赵威威蒋道法
Owner GUIZHOU UNIV
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