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Imidazo [2,1-b]-1,3,4-thiadiazole derivatives having potential biological activity and synthesizing method thereof

A technology of biological activity and synthesis method, applied to imidazo[2 with potential biological activity, which can solve the problems of human or environmental pollution, water pollution, etc.

Inactive Publication Date: 2007-09-19
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The currently widely used solvents are volatile organic compounds (VOC), some of which will directly pollute people or the environment during use, and some will cause water pollution

Method used

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  • Imidazo [2,1-b]-1,3,4-thiadiazole derivatives having potential biological activity and synthesizing method thereof
  • Imidazo [2,1-b]-1,3,4-thiadiazole derivatives having potential biological activity and synthesizing method thereof
  • Imidazo [2,1-b]-1,3,4-thiadiazole derivatives having potential biological activity and synthesizing method thereof

Examples

Experimental program
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Embodiment 1

[0042] Example 1, Synthesis of 2-benzofuryl-6-arylimidazo[2,1-b]-1,3,4-thiadiazole (III)

[0043] ①Synthesis of 2-amino-5-benzofuryl-1,3,4-thiadiazole

[0044] Put 0.02mol of benzofuran-2-carboxylic acid and 0.026mol of thiosemicarbazide in a 100mL reaction bottle and mix evenly, add 7mL of phosphorus oxychloride, and then place it in a modified household microwave oven with an exhaust gas The reflux condenser of the absorption device was connected to condensed water, and the microwave power was 490W for 6 minutes of radiation reaction. After the reaction was detected by thin layer chromatography (TLC), excess phosphorus oxychloride was evaporated under reduced pressure, and the residue was poured into 40mL In the ice-water mixture, stir vigorously and adjust the pH to 9-10 with 10mol / L NaOH, let it stand overnight, filter out the precipitate, wash it with water until neutral, and dry it. The crude product was recrystallized from a mixed solvent of N,N'-dimethylformamide and ...

Embodiment 2

[0047] Example 2, 2-benzofuryl-5-(morpholine-4-methylene)-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole (IV) Synthesis

[0048] ①Synthesis of 2-amino-5-benzofuryl-1,3,4-thiadiazole

[0049] Put 0.02mol of benzofuran-2-carboxylic acid and 0.026mol of thiosemicarbazide in a 100mL reaction bottle and mix evenly, add 7mL of phosphorus oxychloride, and then place it in a modified household microwave oven with an exhaust gas The reflux condenser of the absorption device was connected to condensed water, and the microwave power was 490W for 6 minutes of radiation reaction. After the reaction was detected by thin layer chromatography (TLC), excess phosphorus oxychloride was evaporated under reduced pressure, and the residue was poured into 40mL In the ice-water mixture, stir vigorously and adjust the pH to 9-10 with 10mol / L NaOH, let it stand overnight, filter out the precipitate, wash it with water until neutral, and dry it. The crude product is recrystallized from a mixed solvent of N,...

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Abstract

The invention provides a synthesis craft 2-benzo(b)furyl-6-arylimidazole[2,1-b]-1,3,4-thiodiazole derivate having a potential bio-activity. The craft has the benzofuran carboxylic acid, thiosemicarbazid and omega-bromoacetophenone as material, the cheap and innocuous water as medium and synthesizes the compound 2-benzo(b)furyl-6-arylimidazole[2,1-b]-1,3,4-thiadiazole and does a Mannish reaction with formaldehyde and morpholine to get the target product. The invention has a short synthesis route, a low cost, a simple operation and zero pollution.

Description

technical field [0001] The invention belongs to the field of applied chemistry, and relates to a compound with potential biological activity and a synthesis process thereof, in particular to a derivative 2-benzofuranyl-6-arylimidazo[2,1- b]-1,3,4-thiadiazoles and 2-benzofuryl-6-arylimidazol[2,1-b]-1,3,4-thiadiazoles, also involving both derivatives method of synthesis. Background technique [0002] With the further in-depth and extensive research on heterocyclic compounds, some compounds with potential biological activities have gradually become the focus of chemical and pharmaceutical workers, and have also become the main targets for the development of new drugs. Imidazo[2,1-b]-1,3,4-thiadiazole and its derivatives have a wide range of biological activities, such as being used in medicine for anti-cancer, anti-tuberculosis, antibacterial, analgesic, anti-secretory, Antihypertensive, anticonvulsant, etc., so the synthesis of such compounds containing different substituent...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D513/04
Inventor 王喜存朱继华杨智宋爱英权正军
Owner NORTHWEST NORMAL UNIVERSITY