Nitrogen-Containing Compound Production via Segmented Reaction
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
Current methods for producing nitrogen-containing compounds, such as CH3C(O)CH=CHN(CH3)2, result in low yields, making them inefficient and economically unviable for use as optical materials or pharmaceutical/agrochemical starting materials.
Innovation Solution
A method involving the reaction of cyanuric chloride, dimethylformamide, and acetone, with stoichiometric excess of dimethylformamide and a basic compound like sodium methoxide, under controlled conditions, to produce a nitrogen-containing compound efficiently and in high purity.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If conventional methods are used to produce nitrogen-containing compounds, then the production process is simple, but the yield is low
Solution Approach 1:
The production process is divided into two distinct stages: (1) reacting cyanuric chloride with dimethylformamide to form a reaction mixture, and (2) reacting this mixture with alkylketone in the presence of a basic compound. This segmentation allows optimization of each stage independently, achieving high yields while maintaining process simplicity.
Solution Approach 2:
The reaction mixture of cyanuric chloride and dimethylformamide is prepared in advance before adding the alkylketone and basic compound. This preliminary preparation ensures optimal reaction conditions are established before the main transformation occurs, contributing to the high yield achievement.
2Productivity
If stoichiometric amounts of reagents are used, then the process is economical, but the reaction efficiency is insufficient
Solution Approach 1:
Dimethylformamide is used in excess (8-40 fold moles relative to cyanuric chloride) to ensure complete conversion and high yield of the nitrogen-containing compound. The excess reagent drives the reaction to completion and simplifies the reaction conditions, achieving both high efficiency and acceptable economy.
3Manufacturing precision
If high purity product is obtained, then the product quality is improved, but the purification process becomes more complex
Solution Approach 1:
The reaction conditions are designed so that the product automatically crystallizes in high purity form from the reaction mixture. This self-purification mechanism eliminates the need for complex purification steps while achieving >90% purity, resolving the contradiction between product quality and process complexity.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
This method significantly increases the yield and purity of the nitrogen-containing compound, making it economically viable for industrial production as an optical material or pharmaceutical/agrochemical intermediate.
Implementation Method 1
reacting the following compound (4) with 8- to 40-fold moles of the following compound (3) to give a reaction mixture
Implementation Method 2
reacting the reaction mixture with the following compound (2) by using a basic compound
Implementation Method 3
a nitrogen-containing compound can be produced efficiently and economically by reacting a compound represented by the below-mentioned formula (4), alkylketone (a compound represented by the below-mentioned formula (2)), N,N-dialkylformamide (a compound represented by the below-mentioned formula (3))
Data Source
AI summary
Provided is an efficient and economical production method of a nitrogen-containing compound. A method for producing a compound represented by the formula R3C(O)CH=CHNR1R2, including reacting a compound represented by the following formula (4) with more than 6-fold moles of a compound represented by the formula NR1R2C(O)H to give a reaction mixture of the compound represented by the formula (4) and the compound represented by the formula NR1R2C(O)H, and reacting the reaction mixture with a compound represented by the formula R3C(O)CH3 by using a basic compound: wherein X is a halogen atom and R1, R2 and R3 are each independently an alkyl group having 1 - 6 carbon atoms.