Unlock instant, AI-driven research and patent intelligence for your innovation.

Fused heterocyclic compound containing imidazole ring and its preparation method and application

A technology of fused heterocycles and compounds, which is applied in the fields of chemicals for biological control, organic chemistry, and resistance to vector-borne diseases. It can solve the problems of fewer reports on synthetic methods, achieve broad industrial application prospects, and mild reaction conditions , low cost effect

Active Publication Date: 2019-04-09
ZHEJIANG UNIV OF TECH
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there are few reports on the synthesis methods of these compounds

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Fused heterocyclic compound containing imidazole ring and its preparation method and application
  • Fused heterocyclic compound containing imidazole ring and its preparation method and application
  • Fused heterocyclic compound containing imidazole ring and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1: Preparation of 2-amino-4-piperidinyl-1,3,5-triazine compounds

[0024] Piperidine biguanide hydrochloride (0.4100g, 1.9933mmol) and sodium methoxide (0.2300g, 5.9799mmol) were mixed in methanol (10mL), reacted at room temperature for 4h, and methyl formate ( After 0.3015 g, 5 mmol), the reaction was continued at room temperature for 24 h, the solvent was evaporated under reduced pressure, 10 mL of water was added, filtered, and the solid was recrystallized to obtain the target compound, 0.3470 g, yield 88%.

Embodiment 2

[0025] Example 2: Preparation of 2-amino-4-morpholinyl-1,3,5-triazine compounds

[0026] Change piperidine biguanide hydrochloride to morpholine biguanide hydrochloride (0.4330 g, 2.0851 mmol), and other operations were the same as in Example 1 to obtain the target compound, 0.3470 g, with a yield of 88%.

Embodiment 3

[0027] Embodiment 3: Preparation of 4-methylchalcone

[0028] 4-Methylbenzaldehyde (1.2472g, 10.3803mmol) and acetophenone (1.2352g, 10.2803mmol) were dissolved in 30mL of ethanol, and NaOH aqueous solution (0.8000g, 20.0016mmol dissolved in 30mL of water) was added dropwise at 0°C , after the dropwise addition was completed, it was stirred at room temperature for 3 hours, filtered, and the solid was recrystallized to obtain the target compound, 1.9377g, with a yield of 87%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides an imidazole ring containing thick heterocyclic compound and a preparation method and application thereof which are indicated in the formula II. The method includes: mixing a triazine compound with 4-methylchalcone and adding to a solvent; in the presence of a metal copper catalyst and an oxide, performing stirring reaction for 9-15 hours at the temperature ranging from 60DEG C to 135DEG C; after completion of the reaction, subjecting a reaction mixture to aftertreatment to obtain the imidazole ring containing thick heterocyclic compound indicated in the formula II, wherein the metal copper catalyst is halide of copper, and the oxide is iodine. The imidazole containing triazine compound is applicable to preparation of antibacterial agents or antiseptics, and the antibacterial agents are preferably drugs for inhibiting activity of Escherichia coli.

Description

technical field [0001] The invention relates to a new class of condensed heterocyclic compounds containing imidazole rings, a preparation method and application thereof. Background technique [0002] Fused heterocyclic compounds widely exist in natural products, among which fused heterocyclic compounds containing imidazole rings are the basic skeleton of many drugs and have various biological activities. So far, there are few reports on the synthetic methods of this kind of compounds. Contents of the invention [0003] The invention provides a new class of condensed heterocyclic compounds containing imidazole rings, a preparation method and application thereof. [0004] The present invention adopts following technical scheme: [0005] A condensed heterocyclic compound containing an imidazole ring as shown in formula (II): [0006] [0007] In formula (II), X is a C1-C3 alkyl group or a heteroatom; the heteroatom is an oxygen atom, a nitrogen atom or a sulfur atom. ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/04A61P31/04A01P1/00
CPCC07D487/04Y02A50/30
Inventor 崔冬梅宋婵张辰
Owner ZHEJIANG UNIV OF TECH