74509-79-8

Basic information

• Product Name: 5-[ethyl(2-hydroxyethyl)amino]pentan-2-one
• Synonyms: 5-[ethyl(2-hydroxyethyl)amino]pentan-2-one;5-[Ethyl(2-hydroxyethyl)amino]-2-pentanone
• CAS NO: 74509-79-8
• Molecular Formula: C₉H₁₉NO₂
• Molecular Weight: 173.25266
• EINECS: 277-901-2
• Mol File: 74509-79-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 282.2°C at 760 mmHg
• Flash Point: 124.5°C
• Appearance: /
• Density: 0.968g/cm³
• Vapor Pressure: 0.000401mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: 5-[ethyl(2-hydroxyethyl)amino]pentan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[ethyl(2-hydroxyethyl)amino]pentan-2-one(74509-79-8)
• EPA Substance Registry System: 5-[ethyl(2-hydroxyethyl)amino]pentan-2-one(74509-79-8)

Safety Data

• Hazardous Substances Data: 74509-79-8(Hazardous Substances Data)

Usage

Uses

5-[ethyl(2-hydroxyethyl)amino]pentan-2-one can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

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

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

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.

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.