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Preparation method of aromatic amide compound

A technology of compound and aromatic amide, which is applied in the field of preparation of aromatic amide compounds, can solve the problems of insufficient cost and unsuitability for large-scale production, and achieve the effects of low cost, low pollution and reduced pollution

Pending Publication Date: 2020-07-03
中国平煤神马控股集团有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is not suitable for large-scale production due to the use of expensive phase transfer catalysts
In addition, coupling reagents are used to synthesize amides, which also face the shortage of cost.

Method used

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  • Preparation method of aromatic amide compound

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] In the reaction kettle, add 12.2g, 0.1mol benzoic acid, add 38.4g, 0.4mol ammonium carbonate, 0.8g, 10mmol zinc oxide, 1.25g, 5mmol tungstic acid, 200ml xylene, heat up to 160 degrees, and stir for 8 Hour. After suction filtration, the solvent was removed by rotary evaporation under reduced pressure to obtain 10.6 g of crude benzamide as a khaki product. The crude product was recrystallized by heating under reflux with 30 ml of ethanol to obtain 9.2 g of white crystals with a yield of 76.0%.

Embodiment 2

[0035] In the reaction kettle, add 12.2g, 0.1mol benzoic acid, add 24.0g, 0.4mol ammonium carbonate, 0.8g, 10mmol zinc oxide, 1.25g, 5mmol tungstic acid, 200ml xylene, heat up to 160 degrees, and stir for 8 Hour. After suction filtration, the solvent was removed by rotary evaporation under reduced pressure to obtain 11.6 g of a yellow crude product of benzamide. The crude product was recrystallized by heating under reflux with 30 ml of ethanol to obtain 9.8 g of white crystals with a yield of 80.9%.

Embodiment 3

[0037] In the reactor, add 15.6g, 0.1mol o-chlorobenzoic acid, add 38.4g, 0.4mol urea, 0.8g, 10mmol zinc oxide, 1.03g, 5mmol ruthenium chloride, 200ml NMP, heat up to 150 degrees, and stir the reaction 12 hours. After suction filtration, the solvent was removed by rotary evaporation under reduced pressure to obtain 15.9 g of a yellow crude product of o-chlorobenzamide. The crude product was recrystallized by heating under reflux with 30 ml of ethanol to obtain 13.3 g of white crystals with a yield of 85.8%.

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Abstract

The present invention provides a preparation method of an aromatic amide compound. In an organic solvent, under the effect of a catalyst, an aromatic acid compound and an amine source are subjected toa dehydration reaction to obtain the aromatic amide compound, wherein the aromatic acid compound is an aromatic acid, a substituted aromatic acid, a heterocyclic aromatic acid or a substituted heterocyclic aromatic acid; and the substituent group of amide is any substituent group of H, a C1-C8 straight-chain alkyl or branched-chain alkyl group, a benzene ring or an aromatic ring. The aromatic amide compound is an important chemical intermediate, and the synthesis method is mild in reaction condition and high in yield.

Description

technical field [0001] The invention relates to a preparation method of a chemical intermediate, in particular to a preparation method of aromatic amide compounds. Background technique [0002] Amide compounds are an important class of compounds, which have a wide range of applications in medicine, biology, and materials. Benzamides are often used as herbicides, fungicides, dispersants, antipsychotics and vasodilators. Therefore, the efficient and low-cost synthesis of amides is very meaningful. At present, the synthesis of amides generally uses toxic solvents, precious metals, and highly toxic chlorinated reagents, and the operation is complicated and needs to be carried out under anhydrous conditions, and the post-treatment is cumbersome. It is not suitable for large-scale application. Aromatic amide is an important chemical intermediate and an important intermediate of various chemical products. There are many methods for synthesizing this type of compound, as shown in...

Claims

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Application Information

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IPC IPC(8): C07C231/02C07C233/65C07D213/81C07D213/82C07D333/38C07D307/68C07D215/48C07D231/14C07C303/38C07C311/21C07C235/46C07C235/60
CPCC07C231/02C07D213/81C07D213/82C07D333/38C07D307/68C07D215/48C07D231/14C07C303/38C07C233/65C07C311/21C07C235/46C07C235/60
Inventor 张万斌申杰峰刘德龙李欣平窦晓勇刘辉张莹魏程
Owner 中国平煤神马控股集团有限公司
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