Phenoxycarbamoyl Chloride Production With Fewer Solvent Changes
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
Existing methods for producing phenoxycarbamoyl chloride compounds as intermediates for phenoxyurea compounds with insecticidal, acaricidal, and nematicidal activities require frequent solvent replacement, making the process inefficient.
Innovation Solution
A method involving the chemical reaction of a compound of formula (2) with a compound of formula (8) in the presence of a base, followed by hydrolysis to form a compound of formula (3), and then reacting formula (3) with phosgene or a phosgene equivalent to produce phenoxycarbamoyl chloride efficiently.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If conventional methods are used to produce phenoxycarbamoyl chloride compounds, then the production process can be completed, but frequent solvent replacement is required making the process inefficient and time-consuming
Solution Approach 1:
The patent combines multiple reaction steps into a one-pot synthesis process where the phenoxycarbamoyl chloride compound is produced directly from the starting material without intermediate solvent removal and replacement. This merging of steps eliminates the time-consuming solvent replacement operations while maintaining product yield and purity.
Solution Approach 2:
The synthesis process maintains continuous reaction conditions without interruption for solvent removal and replacement. The reaction proceeds continuously from starting material to final product in a single operational sequence, maximizing productive time and eliminating idle time associated with solvent handling.
2Ease of manufacture
If conventional multi-step synthesis is used, then each reaction step can be optimized, but the overall process becomes lengthy and complex
Solution Approach 1:
Multiple discrete reaction steps are merged into a single integrated synthesis pathway. The patent achieves this by designing a one-pot process where reagents are added sequentially but reactions proceed in the same vessel without isolation of intermediates, reducing operational complexity.
Solution Approach 2:
The synthesis is segmented into controlled addition steps within a single reaction system. Reagents are added in a specific sequence (first compound of formula (2), then compound of formula (8), then compound of formula (5)) to ensure proper reaction progression while maintaining process simplicity.
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 reduces the frequency of solvent replacement, enabling a more efficient production of phenoxycarbamoyl chloride and phenoxyamine compounds in a shorter process.
Implementation Method 1
A method involving the chemical reaction of a compound of formula (2) with a compound of formula (8) in the presence of a base
Implementation Method 2
followed by hydrolysis to form a compound of formula (3)
Implementation Method 3
reacting formula (3) with phosgene or a phosgene equivalent to produce phenoxycarbamoyl chloride efficiently
Data Source
AI summary
A phenoxycarbamoyl chloride compound useful as an intermediate for the production of a phenoxyurea compound having an insecticidal activity, an acaricidal activity and/or a nematicidal activity is represented by formula (1) (wherein R1 represents a substituted or unsubstituted C1-6 alkyl group; Y represents a C1-6 haloalkyl group; X represents a halogeno group, a C1-6 alkyl group, or a C1-6 haloalkyl group; n represents an integer of 0 to 4; and X's may be the same as or different from each other when n is 2 or more.)