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The Production Process of (S)-4-Ethyl-4-Hydroxy-7,8-Dihydro-1H-Pyrano[3,4-f]Indolizine-3,6,10(4H)-Trione: An Overview in Chemical Industry
(S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyranolo[3,4-f]indolizine-3,6,10(4H)-trione, commonly known as (-)-cis-6,7-dihydroxy-1-(4-ethyl-4-hydroxy-2-nitrophenyl)-3,6-dihydro-10H-pyrano[3,4-f]indolizin-3-one or simply (S)-4-EEDIT, is a synthetic compound with a unique chemical structure and diverse applications in various industries, particularly in agrochemicals, pharmaceuticals, and cosmeceuticals.
The compound is synthesized through a multi-step process that involves several chemical reactions and purification steps to obtain a pure and crystalline product.
The production process of (S)-4-EEDIT involves several steps, including the preparation of the starting materials, the synthesis of the intermediate products, and the purification of the final product.
In this article, we will discuss the production process of (S)-4-EEDIT in detail, covering the chemical reactions involved, the equipment and materials required, and the process optimization strategies used in the industry.
Preparation of Starting Materials
The synthesis of (S)-4-EEDIT begins with the preparation of the starting materials, which include 4-ethyl-4-hydroxy-2-nitroaniline (EHNA), 1H-pyrrole-3-carboxaldehyde (HPC), and sodium hydroxide.
EHNA is synthesized by reacting 2-nitroaniline with formaldehyde in the presence of an acid catalyst, such as para-toluenesulfonic acid or hydrochloric acid.
HPC is synthesized by hydrolyzing 3-chloro-1-propene in the presence of a strong acid catalyst, such as sulfuric acid or phosphoric acid.
Synthesis of Intermediate Products
The intermediate products in the synthesis of (S)-4-EEDIT are 4-ethyl-4-hydroxy-1H-pyrrole-2-carboxaldehyde (EHPCA) and 1-(4-ethyl-4-hydroxy-2-nitrophenyl)-3,6-dihydro-10H-pyrano[3,4-f]indolizin-3-one (EIT).
EHPCA is synthesized by reacting EHNA with sodium hydroxide in the presence of a polar solvent, such as dimethylformamide or dimethyl acetamide.
EIT is synthesized by reacting EHPCA with sodium hydroxide in the presence of a phase transfer catalyst, such as tributyl phosphate.
Purification of Final Product
The final product, (S)-4-EEDIT, is purified by recrystallization, which involves dissolving the crude product in a suitable solvent, such as ethanol or methanol, and allowing the solvent to slowly evaporate, leaving behind pure crystals of (S)-4-EEDIT.
Equipment and Materials Required
The production process of (S)-4-EEDIT requires several pieces of equipment and materials, including reaction flasks, condensers, thermometers, magnetic stirrers, heating mantles, and a recrystallization tank.
The equipment must be made of materials that are resistant to corrosion, such as glass or stainless steel.
In addition, the reaction mixture must be protected from moisture and oxygen during the synthesis and purification steps.
Process Optimization Strategies
To ensure optimal yields and purity of the final product, several process optimization strategies are used in the production of (S)-4-EEDIT.
These include the use of precise