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

Novel method for preparing N-phenyl-3-morpholine propanamide

A technology of phenylpropionamide and methylthiopropionamide, applied in the field of preparation of N-phenyl-3-morpholine propionamide, which can solve the problems of low yield, low synthetic application value, long reaction time, etc.

Active Publication Date: 2019-01-18
CHANGZHOU UNIV
View PDF1 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this type of synthesis method is that the reaction time is relatively long, requiring four days of reaction time
The disadvantage of this type of synthesis method is that it needs to use toxic and irritating 3-chloropropionyl chloride as the reaction raw material, which does not meet the current environmental friendly technical characteristics, and needs to synthesize the target product through a two-step reaction, and the operation is relatively cumbersome
The yield of the target product of this reaction is only 13%, the yield is too low, and the synthetic application value is not high

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
  • Novel method for preparing N-phenyl-3-morpholine propanamide
  • Novel method for preparing N-phenyl-3-morpholine propanamide

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment 1

[0015] In a 100mL round bottom flask, N-phenyl-3-methylthiopropionamide (10mmol, 1.95g), morpholine (20mmol, 1.74g), 1-chloromethyl-4-fluoro-1,4 -Diazabicyclo[2.2.2]octane bis(tetrafluoroborate) salt (10mmol, 1.78g), sodium carbonate (10mmol, 1.06g) and 20mL of 1,4-dioxane, the reaction temperature was controlled at 100 degrees Celsius, and vigorously stirred for 12 hours. After the reaction, it was cooled to room temperature, and the reaction solution was concentrated and separated by column chromatography in sequence to obtain N-phenyl-3-morpholine propionamide (1.87 g, 80%).

[0016] The equations involved in the reaction are as follows:

[0017]

specific Embodiment 2

[0018] In a 100mL round bottom flask, N-phenyl-3-methylthiopropionamide (10mmol, 1.95g), morpholine (20mmol, 1.74g), 1-chloromethyl-4-fluoro-1,4 -Diazabicyclo[2.2.2]octane bis(tetrafluoroborate) salt (10mmol, 1.78g), sodium carbonate (10mmol, 1.06g) and 20mL of 1,4-dioxane, the reaction temperature was controlled at 80 degrees Celsius, and vigorously stirred for 12 hours. After the reaction, it was cooled to room temperature, and the reaction solution was concentrated and separated by column chromatography in sequence to obtain N-phenyl-3-morpholine propionamide (1.52 g, 65%).

[0019] The equations involved in the reaction are as follows:

[0020]

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 relates to the technical field of fine chemical engineering, and discloses a novel method for preparing N-phenyl-3-morpholine propanamide. The method specifically comprises the followingstep that N-phenyl-3-methylthio propionamide, morpholine, 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) and sodium carbonate undergo stirring reaction in an organicsolvent of 1,4-dioxane at the temperature of 100 DEG C for 12 hours so as to obtain the N-phenyl-3-morpholine propanamide. Compared with the prior art, the method has the advantages of being simple tooperate, rapid and efficient, in addition, toxic, perishable and volatile 3-chloropropionyl chloride does not need to be used as raw materials, and the method is environmentally friendly.

Description

technical field [0001] The invention belongs to the field of fine chemicals and relates to a new method for preparing N-phenyl-3-morpholine propionamide. Background technique [0002] N-phenyl-3-morpholine propionamide is an important class of organic chemical raw materials. This type of compound is not only an important intermediate for the synthesis of various active biomolecules or drugs, but also widely used in the production of various fine chemicals Synthesizing. [0003] At present, the method for synthesizing N-phenyl-3-morpholine propionamide is as follows: [0004] The first method: N-phenylacrylamide and morpholine are used as starting materials, and the target product N-phenyl-3-morpholine propionamide can be obtained by reacting for 4 days under the action of alkali. The disadvantage of this type of synthesis method is that the reaction time is relatively long, requiring four days of reaction time. [0005] The second method: using 3-chloropropionyl chloride,...

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
IPC IPC(8): C07D295/15
CPCC07D295/15
Inventor 杨科魏小艳李正义孙小强
Owner CHANGZHOU UNIV