Azole Derivative Synthesis via Segmented Oxidation
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Solution Overview
Problem
Current methods for producing azole derivatives with insecticidal, acaricidal, molluscicidal, and nematicidal properties face challenges in achieving high yields and efficiency.
Innovation Solution
A process involving the reaction of compound II with a compound III in the presence of an oxidizing agent, such as air, oxygen, or lead tetraacetate, to form intermediate compounds like IV, which are then converted into azole derivatives of formula I, optimizing conditions like temperature and solvent use to enhance yield and product formation.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If conventional methods are used to produce azole derivatives, then the process is simpler, but the yield and efficiency are lower
Solution Approach 1:
The synthesis process is divided into distinct stages: formation of intermediate compound (IV) followed by separate oxidation step to produce final azole derivative (I). This segmentation allows optimization of each stage independently, improving overall yield and efficiency while maintaining manageable process complexity.
Solution Approach 2:
The intermediate compound (IV) is formed first as a preliminary step before the final oxidation reaction. This preliminary action allows for better control of reaction conditions and intermediate stabilization, leading to improved final product yield.
2Reliability
If the intermediate compound (IV) is isolated, then the process steps are clearer, but the production time increases
Solution Approach 1:
The patent provides flexibility to perform partial isolation of intermediate (IV) when process control is critical, while allowing direct conversion without full isolation when time is constrained. This partial action approach balances reliability and production time based on specific manufacturing needs.
3Productivity
If strong oxidizing agents are used, then the oxidation reaction is more effective, but the process becomes more hazardous and costly
Solution Approach 1:
The patent employs mild oxidizing agents (air, oxygen, bromine, N-bromosuccinimide) instead of traditional strong oxidants. By changing the oxidation parameters to use environmentally benign reagents, the process achieves effective oxidation while reducing hazards and costs associated with handling strong oxidizing agents.
Solution Approach 2:
The use of air and oxygen as oxidizing agents represents the use of cheap, readily available, and safe reagents. These disposable oxidants can be introduced directly into the reaction system without complex handling requirements, reducing both cost and hazard profiles.
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 process improves the yield and efficiency of producing azole derivatives with desired pesticidal properties, allowing for the isolation of novel intermediate compounds and preferred oxidizing agents like air or lead tetraacetate, resulting in effective insecticidal and acaricidal compounds.
Implementation Method 1
reaction of compound II with a compound III in the presence of an oxidizing agent, such as air, oxygen, or lead tetraacetate, to form intermediate compounds like IV, which are then converted into azole derivatives of formula I
Data Source
AI summary
This invention relates to a process for the preparation of compounds of formula (I) Where Ra, Rb, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are defined organic groups, the process comprising reactions a compound of formula (II) with a compound of formula (III) RcCHO and an oxidising agent.