One-Pot Anthranilamide Synthesis Without Intermediate Isolation
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
Current processes for preparing anthranilamide compounds, such as chlorantraniliprole, are inefficient due to the need for intermediate isolation and purification, which is difficult to scale industrially, and generate excessive waste, making them unsuitable for commercial production.
Innovation Solution
A one-pot process for preparing anthranilamide compounds without the need for intermediate isolation, using a reaction scheme that involves reacting a halogenated compound with an alkyl amine in the absence of a base, reducing waste and equipment requirements, and achieving high yields and purity.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Manufacturing precision
If intermediate compounds are isolated and purified by column chromatography, then product purity is improved, but process complexity and manufacturing time increase
Solution Approach 1:
The patent combines multiple reaction steps into a one-pot process where the intermediate compound is directly converted to the final product without isolation. The first reaction (forming intermediate) and second reaction (converting intermediate to product) are merged in a single reaction vessel, eliminating the need for column chromatography and intermediate handling, thus reducing process complexity while maintaining product purity
Solution Approach 2:
The patent implements continuous reaction where the intermediate compound formed in the first reaction immediately undergoes the second reaction in the same pot. This continuous transformation eliminates interruptions for isolation and purification, maintaining the useful action of chemical transformation without breaks, thereby reducing manufacturing time and complexity
2Manufacturing precision
If intermediate compounds are isolated and purified, then product purity is improved, but manufacturing time increases
Solution Approach 1:
By merging the isolation and purification steps with the reaction steps into a single one-pot process, the patent eliminates the time required for filtering, drying, and column chromatography that would otherwise be needed between reaction steps, significantly reducing total manufacturing time while maintaining product purity
Solution Approach 2:
The continuous transformation of reactants to intermediate to final product without interruption eliminates idle time between steps. The useful action of chemical transformation continues uninterrupted, removing the time losses associated with intermediate handling, filtration, and purification operations
3Reliability
If methane sulfonyl chloride is used in large excess, then reaction completeness is improved, but waste generation increases
Solution Approach 1:
The patent changes the stoichiometric parameters by using precise equimolar amounts of methane sulfonyl chloride relative to the starting material rather than large excess. This parameter optimization ensures reaction completeness while minimizing reagent consumption and waste generation, making the process more environmentally friendly and cost-effective
Solution Approach 2:
The reaction conditions are optimized so that the reagents react completely with each other in equimolar proportions, with each reagent serving its purpose efficiently without requiring large excess. The system self-regulates to achieve complete conversion through proper stoichiometric balance, eliminating the need for wasteful excess reagent addition
4Reliability
If multiple reaction steps are performed separately, then reaction control is improved, but productivity decreases
Solution Approach 1:
The patent merges multiple reaction steps into a single one-pot operation where both transformations occur in the same vessel without intermediate isolation. This merging maintains reaction control through optimized conditions while dramatically improving productivity by eliminating step transitions, filtration, and drying operations between steps
Solution Approach 2:
The continuous progression from reactants to intermediate to final product in a single reaction vessel eliminates interruptions and maximizes the productivity of the reaction system. The useful action of chemical transformation continues without breaks, significantly increasing overall process efficiency and output rate
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
The one-pot process results in high-purity anthranilamide compounds with yields over 95% by HPLC, making the process economically viable and suitable for industrial production while minimizing environmental impact.
Implementation Method 1
reacting a halogenated compound with an alkyl amine to form anthranilamide compounds
Data Source
AI summary
The present invention provides a process for preparation of arthropodicidal anthranilamide compounds. The present invention further relates to one pot process for preparation of anthranilamide compounds.