Pyroxasulfone Oxidation in Glymes for Cleaner Continuous Production

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Solution Overview

Problem

Existing processes for producing pyroxasulfone, an herbicide, suffer from low yield, impurity issues, and inefficiencies, particularly in large-scale manufacturing, due to the use of toxic solvents and metal catalysts, which also pose safety risks.

Innovation Solution

A process using glymes as solvents and carboxylic acids in the absence of metal catalysts, combined with a continuous-flow method, to oxidize the sulfide compound of Formula II into pyroxasulfone, minimizing the use of hydrogen peroxide and optimizing reaction conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If metal catalysts and toxic solvents are used in the oxidation process, then the reaction proceeds efficiently, but the product purity decreases and safety risks increase

Engineering Contradiction:
Improvereaction efficiencyVSAvoidproduct impurity and safety risk
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent removes metal catalysts and toxic solvents from the oxidation process, extracting the harmful components while maintaining reaction efficiency through alternative reagents and conditions

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical parameters by using carboxylic acids instead of metal catalysts and glymes instead of toxic solvents, fundamentally altering the reaction system to eliminate harmful factors while preserving productivity

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If conventional batch processes are used for pyroxasulfone production, then the process is simple to operate, but the production efficiency and yield are low

Engineering Contradiction:
Improveprocess simplicityVSAvoidproduction efficiency and yield
Core Design Contradiction:
Ease of operationVSProductivity

Solution Approach 1:

The patent transitions from batch to continuous flow processing, enabling continuous reaction and production operations that significantly improve productivity and yield while maintaining operational simplicity through standardized flow conditions

Inventive Principle:
Principle #20Continuity of useful action

3Manufacturing precision

If large amounts of hydrogen peroxide are used for oxidation, then the oxidation is complete, but the reaction time increases and costs increase

Engineering Contradiction:
Improveoxidation completenessVSAvoidreaction time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent optimizes the hydrogen peroxide concentration and addition rate parameters in the continuous flow system, achieving complete oxidation with reduced reagent consumption and shorter reaction times through precise parameter control

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The continuous flow system incorporates real-time monitoring and feedback control of the oxidation process, adjusting hydrogen peroxide addition based on reaction progress to ensure complete oxidation while minimizing reaction time and reagent use

Inventive Principle:
Principle #23Feedback

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 approach enhances yield and purity, reduces reaction time, lowers costs, and improves safety by eliminating toxic solvents and metal catalysts, making it suitable for large-scale production with controlled reaction parameters.

Implementation Method 1

the oxidation step to prepare pyroxasulfone is performed under reaction conditions using one or more glymes as a solvent or part of a solvent system, in particular in the absence of a metal catalyst and in the presence of a carboxylic acid

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS20260022113A1Process for the Preparation of Pyroxasulfone
Publication Date: 2026.01.22 ATTICUS LLC
  • US20260022113A1 patent drawing
  • US20260022113A1 patent drawing
  • US20260022113A1 patent drawing

AI summary

The present invention relates to a process for the preparation of pyroxasulfone of Formula I or salt thereof. More particularly, the present invention relates to an improved process for the preparation of pyroxasulfone or salt thereof, wherein the oxidation step to prepare pyroxasulfone is performed under reaction conditions using one or more glymes as a solvent, particularly without a metal catalyst and in the presence of a carboxylic acid, and where the reaction may be performed using a continuous-flow procedure.