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Preparation method of amide compounds

A compound and a technology for synthesizing amides, which are used in the field of preparation of amide compounds

Pending Publication Date: 2018-09-11
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The reaction does not require any additives and catalysts

Method used

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  • Preparation method of amide compounds
  • Preparation method of amide compounds
  • Preparation method of amide compounds

Examples

Experimental program
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Effect test

preparation example 1

[0016] Add a magnetic stirring bar, 0.3mmol 8-trifluoroacetamidoquinoline (R 1 = CF 3 , R 2 =8-aminoquinoline), vacuumized and filled with nitrogen three times, under nitrogen atmosphere, 1 mL of anhydrous toluene and 0.9 mmol of p-tolylmagnesium bromide were added, and the reaction was carried out at 0° C. for 24 h. After the reaction was completed, it was quenched by adding saturated brine, extracted, dried and concentrated, and separated by column chromatography to obtain 4-tolylcarboxamidoquinoline with a yield of 77%.

preparation example 2

[0018] Add a magnetic stirring bar, 0.3mmol 8-trifluoroacetamidoquinoline (R 1 = CF 3 , R 2 =8-aminoquinoline), vacuumed and filled with nitrogen three times, under nitrogen atmosphere, 1 mL of anhydrous acetonitrile and 0.9 mmol of p-tolylmagnesium bromide were added, and the reaction was carried out at 0° C. for 24 h. After the reaction was completed, it was quenched by adding saturated brine, extracted, dried and concentrated, and separated by column chromatography to obtain 4-tolylcarboxamidoquinoline with a yield of 68%.

preparation example 3

[0020] Add a magnetic stirring bar, 0.3mmol 8-trifluoroacetamidoquinoline (R 1 = CF 3 , R 2 =8-aminoquinoline), vacuumed and filled with nitrogen three times, under nitrogen atmosphere, 1 mL of anhydrous tetrahydrofuran and 0.9 mmol of p-tolylmagnesium bromide were added, and the reaction was carried out at 25° C. for 24 h. After the reaction was completed, it was quenched by adding saturated brine, extracted, dried and concentrated, and separated by column chromatography to obtain 4-tolylcarboxamidoquinoline with a yield of 90%.

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Abstract

The invention discloses a novel preparation method of amide compounds. According to the preparation method, perfluoroalkyl amide is taken as the raw material, a transition metal catalyst is adopted, perfluoroalkyl amide carries out reactions for a while in an organic aprotic solvent at a certain temperature, amide compounds can be obtained high selectively, and the yield is high. The preparation method has the advantages of low cost, high yield, and simple and convenient operation, and can be possibly applied to industrial production.

Description

【Technical field】 [0001] The invention belongs to the field of catalytic organic synthesis, and in particular relates to a preparation method of amide compounds. 【Background technique】 [0002] Due to their important roles in natural products and pharmaceutical industry, amides have attracted extensive attention of chemical researchers in recent years. At present, there are many methods for synthesizing amides. For example, the reaction of amines and acid chlorides, the reaction of carboxylic acids and amines, etc. But they have some disadvantages, such as the use of very active acid chloride compounds, when the reaction substrate has other active functional groups, the substrate selectivity is difficult to control; in the reaction of carboxylic acid to amide, the product efficiency is not high. In addition, acid-binding agents and the like need to be added as additives during the reaction process, and the post-treatment is complicated. Therefore, it is of great significa...

Claims

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Application Information

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IPC IPC(8): C07D215/40C07C231/12C07C233/65C07C233/66C07C233/75C07C235/56C07C233/25
CPCC07C231/12C07C233/25C07C233/65C07C233/66C07C233/75C07C235/56C07D215/40
Inventor 邱仁华朱龙志乐立元
Owner HUNAN UNIV
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