74509-79-8

Usage

Uses

5-[ethyl(2-hydroxyethyl)amino]pentan-2-one is used as an organic synthesis intermediate for the production of various chemical compounds. Its application reason is its ability to react with other molecules to form new compounds, which can be used in different industries.
Used in Pharmaceutical Industry:
5-[ethyl(2-hydroxyethyl)amino]pentan-2-one is used as a pharmaceutical intermediate for the development of new drugs. Its application reason is its potential to be incorporated into the molecular structure of pharmaceutical compounds, enhancing their therapeutic properties and effectiveness.
Used in Laboratory Research and Development:
5-[ethyl(2-hydroxyethyl)amino]pentan-2-one is used as a research compound in the laboratory setting. Its application reason is its potential to be used in the synthesis of new compounds for scientific exploration and the development of novel materials and drugs.
Used in Chemical Production Process:
5-[ethyl(2-hydroxyethyl)amino]pentan-2-one is used in the chemical production process as a key component in the manufacturing of various chemical products. Its application reason is its ability to be transformed into different compounds, which can be used in a variety of applications, such as in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

Synthesis

30 g of N-ethylethanolamine, 1.2 g of tetrabutylammonium bromide, 25 g of potassium hydroxide, 240 g of chloroform,120g of water was added to the reaction flask, and then the temperature was controlled at 20 to 30 ° C, 38 g of 5-chloro-2-pentanone was added dropwise, and after the addition was completed, the mixture was stirred.Should be 3 hours, static layering, the water phase is discarded, the organic layer is added 24g anhydrous sodium sulfate, the temperature is controlled at 10 ~ 20 ° C, stirred and dried 1Hour, filtration, the filtrate is the organic phase of the condensation product, the content of which is detected, the condensation product is 51.7g, and the molar yield is 94.7% (to 5-Chloro-2-pentanone), GC purity ≧ 98.5%.

InChI:InChI=1/C9H19NO2/c1-3-10(7-8-11)6-4-5-9(2)12/h11H,3-8H2,1-2H3

Upstream product

• 5891-21-4 5-chloro-2-pentanone 
• 110-73-6 2-(Ethylamino)ethanol 
• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 
• 3695-29-2 5-iodo-2-pentanone 

Downstream Products

• 118-42-3 hydroxychloroquine 
• 137433-23-9 (R)-Hydroxychloroquine 
• 137433-23-9 (S)-Hydroxychloroquine 
• 69559-11-1 rac-5--2-pentanamine 

Relevant academic research and scientific papers

HIGH-YIELDING CONTINUOUS FLOW SYNTHESIS OF ANTIMALARIAL DRUG HYDROXYCHLOROQUINE

Cost effective, semi-continuous flow methods and systems for synthesizing the antimalarial drug hydroxychloroquine (HCQ) in high yield are provided. The synthesis method that uses simple, inexpensive reagents to obtain the crucial intermediate 5-(ethyl(2-hydroxyethyl)- amino)pentan-2-one, vertical-integration of the starting material 5-iodopentan-2-one and the integration of continuous stirred tank reactors.

High-yielding continuous-flow synthesis of antimalarial drug hydroxychloroquine

Numerous synthetic methods for the continuous preparation of fine chemicals and active pharmaceutical ingredients (API's) have been reported in recent years resulting in a dramatic improvement in process efficiencies. Herein we report a highly efficient continuous synthesis of the antimalarial drug hydroxychloroquine (HCQ). Key improvements in the new process include the elimination of protecting groups with an overall yield improvement of 52% over the current commercial process. The continuous process employs a combination of packed bed reactors with continuous stirred tank reactors for the direct conversion of the starting materials to the product. This high-yielding, multigram-scale continuous synthesis provides an opportunity to achieve increase global access to hydroxychloroquine for treatment of malaria.

Side chain, synthesis method thereof, and method for synthesizing hydroxychloroquine sulfate from side chain

The invention discloses a side chain, a synthesis method thereof, and a method for synthesizing hydroxychloroquine sulfate from the side chain. The synthesis method of the side chain comprises the following steps: 1, condensing N-ethylethanolamine and 5-chloro-2-pentanone to obtain a condensation product; 2, esterifying the condensation product and an acetyl reagent to obtain an esterification product; 3, reducing the esterification product to obtain a reduction product; and 4, reacting the reduction product with a halogenating agent to obtain the side chain. The synthesis method of the hydroxychloroquine sulfate comprises the following steps: 1, reacting 4-amino-7-chloroquinoline with paratoluensulfonyl chloride to obtain 4-Tos-amino-7-chloroquinoline; 2, reacting the side chain with the 4-Tos-amino-7-chloroquinoline to obtain a hydroxyquine base; and 3, reacting the hydroxyquine base with sulfuric acid to obtain the hydroxychloroquine sulfate. The synthesis method of the new side chain avoids the ammonification process and the catalytic hydrogenation process, and is safe and environmentally friendly, and the hydroxychloroquine sulfate can be obtained through low-temperature condensation of the side chain, so the quality of the above products is remarkably improved, and the production flow is simplified.