Meldonium Production via CO2 Saturation and Calcium Hydroxide

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Solution Overview

Problem

Current methods for large-scale production of Meldonium are inefficient due to high production costs, instability of strongly basic ion exchangers, high maintenance costs of electrodialysis equipment, and difficulties in separating double salts, leading to expensive and complex processes.

Innovation Solution

A process involving the use of carbon dioxide or sulphur dioxide to separate double salts of 3-(2,2,2-trimethylhydrazinium)propionate, allowing for the production of high-purity Meldonium using conventional equipment and inexpensive reagents, such as sodium or potassium hydroxide, and solvents like ethanol or propanol-2, facilitating scalable and cost-effective manufacturing.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If strongly basic ion exchange resin is used for hydrolysis and deionisation, then the process can be simplified, but the resin undergoes decomposition and oxidation, requiring large quantities of solvents, acids and bases for regeneration, resulting in high production costs

Engineering Contradiction:
Improveprocess simplicityVSAvoidresin stability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent replaces expensive and unstable strongly basic ion exchange resins with a cheaper, more stable approach using calcium hydroxide for hydrolysis followed by acidification with gaseous hydrogen chloride. This eliminates the need for resin regeneration with costly acids and bases, reducing both material costs and process complexity while maintaining product purity.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent changes the chemical parameters of the hydrolysis process by using calcium hydroxide instead of strongly basic ion exchange resins, and by adjusting the pH through acidification with gaseous hydrogen chloride. This parameter change achieves complete deionisation and hydrolysis without the decomposition issues of the resin method.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If electrodialysis is used for deionisation, then the process avoids resin decomposition, but highly specialised equipment with corrosion-resistant materials is required, along with constant parameter adjustment due to membrane pollution, resulting in high maintenance costs and complicated scaling-up

Engineering Contradiction:
Improveprocess stabilityVSAvoidequipment specialisation
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent replaces complex and expensive electrodialysis equipment with simple conventional chemical processing equipment. The method uses calcium hydroxide for hydrolysis and gaseous hydrogen chloride for acidification, which can be processed in standard reactors and separation equipment, eliminating the need for specialised corrosion-resistant materials and complex membrane systems.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent substitutes the mechanical/electrical system of electrodialysis with a chemical system using calcium hydroxide and gaseous hydrogen chloride. This chemical approach achieves the same deionisation and hydrolysis functions without requiring electrical fields, specialized membranes, or complex equipment, simplifying the overall process.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Ease of manufacture

If conventional alkaline hydrolysis is used, then the process is simple, but separation of 3-(2,2,2-trimethylhydrazinium)propionate dihydrate from inorganic salts is difficult due to double salt formation

Engineering Contradiction:
Improveprocess simplicityVSAvoidproduct purity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameters by using calcium hydroxide instead of strong bases, and by introducing acidification with gaseous hydrogen chloride at a specific pH range (2-4). This parameter change prevents double salt formation between the product and inorganic salts, enabling complete separation through filtration while maintaining high product purity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces gaseous hydrogen chloride as an intermediary substance that facilitates separation. The acidification step with HCl forms soluble calcium chloride and prevents double salt formation, allowing the 3-(2,2,2-trimethylhydrazinium)propionate dihydrate to be separated from inorganic salts through filtration, thus achieving high purity without complex separation processes.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 enables the production of high-quality Meldonium with purity greater than 99.5% at lower costs, using common chemical technology and equipment, thus addressing the inefficiencies of previous methods and enabling large-scale, affordable production.

Implementation Method 1

double salts of 3-(2,2,2-trimethylhydrazinium)propionate with the inorganic salts formed in the hydrolysis process can thus be separated into their constituents, if the reaction solution in alcohol during precipitation of inorganic salts had been saturated with gaseous acid anhydride, namely carbon dioxide or sulphur dioxide

Methodology Applied
Scientific EffectChemical reaction with carbon dioxide or sulphur dioxide:

Implementation Method 2

The mixture was then cooled to 2-4 °C, and saturated with CO2 to pH 8.1-8.5. The precipitate thus formed was filtered off

Methodology Applied
Scientific EffectPrecipitation: Precipitation

Implementation Method 3

Crystallization from ethanol or propanol-2 or another appropriate solvent gave 3-(2,2,2-trimethylhydrazinium)propionate dihydrate with m.p. 85-87 °C (purity >99,5%)

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Implementation Method 4

starting with 1,1-dimethylhydrazine and esters of acrylic acid 3-(2,2-dimethylhydrazino)propionic acid esters are prepared, which is alkylated by an appropriate alkylating agent

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentEP2069290B1Method for producing 3-(2,2,2-trimethylhydrazinium)propionate dihydrate
Publication Date: 2013.11.13 JOINT STOCK COMPANY GRINDEKS

AI summary

A method for producing 3-(2,2,2-trimethylhydrazinium)propionate dihydrate by saponification of salts of 3-(2,2,2-trimethylhydrazinium)propionate esters with subsequent purification step using saturation with carbon dioxide or sulphur dioxide in alcoholic solution.