18190-44-8

Basic information

• Product Name: N-(2-HYDROXYETHYL)SUCCINIMIDE
• Synonyms: 1-(2-hydroxyethyl)-2,5-Pyrrolidinedione;1-(2-Hydroxyethyl);N-(2-HYDROXYETHYL)SUCCINIMIDE;1-(2-HYDROXY-ETHYL)-PYRROLIDINE-2,5-DIONE;N-(2-N-(2-Hydroxyethyl)succinimide
• CAS NO: 18190-44-8
• Molecular Formula: C₆H₉NO₃
• Molecular Weight: 143.14
• Product Categories: Carbonyl Compounds;Cyclic Imides;Organic Building Blocks
• Mol File: 18190-44-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 57-61 °C(lit.)
• Boiling Point: 160-164 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: solid
• Density: 1.3075 (rough estimate)
• Vapor Pressure: 2.36E-06mmHg at 25°C
• Refractive Index: 1.4290 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Sparingly)
• PKA: 14.20±0.10(Predicted)
• BRN: 124744
• CAS DataBase Reference: N-(2-HYDROXYETHYL)SUCCINIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-HYDROXYETHYL)SUCCINIMIDE(18190-44-8)
• EPA Substance Registry System: N-(2-HYDROXYETHYL)SUCCINIMIDE(18190-44-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 18190-44-8(Hazardous Substances Data)

Usage

General Description

N-(2-Hydroxyethyl)succinimide is a chemical compound with the molecular formula C6H9NO4. It is an organic compound that contains a succinimide group, which is a cyclic imide derived from succinic acid. The presence of a hydroxyethyl group in the molecule makes it a hydrophilic compound. N-(2-Hydroxyethyl)succinimide is commonly used as a reagent in the synthesis of various organic compounds, particularly in the fields of pharmaceuticals and agrochemicals. It is also utilized as a crosslinking agent in polymer chemistry, and as a coupling agent in the preparation of bioconjugates for use in biotechnology and medical applications. Additionally, it has applications in the field of surface modification and materials science.

InChI:InChI=1/C6H9NO3/c8-4-3-7-5(9)1-2-6(7)10/h8H,1-4H2

Upstream product

• 123-56-8 Succinimide 
• 141-43-5 ethanolamine 
• 28833-81-0 2-(2,5-dioxopyrrolidin-1-yl)ethyl acetate 
• 110-15-6 succinic acid 
• 147578-52-7 2-(succinyl)aminoethanol 
• 96-49-1 [1,3]-dioxolan-2-one 
• 108-30-5 succinic acid anhydride 
• 497-25-6 dimethylenecyclourethane 

Downstream Products

• 88-12-0 1-ethenyl-2-pyrrolidinone 
• 3445-11-2 1-(2-hydroxyethyl)-2-pyrrolidinone 
• 66857-17-8 N-(2-hydroxyethyl)-γ-hydroxybutyramide 
• 1217397-83-5 N-{(3E)-5-tert-butyl-1-methyl-2-[(2R)-tetrahydrofuran-2-ylmethyl]-1,2-dihydro-3H-pyrazol-3-ylidene}-2-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-5-(trifluoromethyl)benzamide 
• 2372-96-5 N-vinylsuccinimide 
• 122695-49-2 3-(2-(1-(2-acetoxyethyl)-5-oxo-2-pyrrolidinyl)(phenylthio)acetyl)-4(R)-isopropyl-1,3-thiazolidine-2-thione 
• 122695-48-1 [(S)-1-(2-Methanesulfonyloxy-ethyl)-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester 
• 122695-54-9 methyl 2(RS)-(1-(2-iodoethyl)-5-oxo-2(S)-pyrrolidinyl)(phenylthio)acetate 
• 122695-50-5 methyl 2(RS)-1-(1-(2-hydroxyethyl)-5-oxo-2(S)-pyrrolidinyl)(phenylthio)acetate 
• 132288-57-4 (4R,5S)-1-aza-4-phenylthio-4-(methoxycarbonyl)bicyclo<3.3.0>octan-8-one 
• 116071-96-6 (7R,7aS)-7-Benzenesulfinyl-7-hydroxymethyl-hexahydro-pyrrolizin-3-one 
• 132341-51-6 (4R,5S)-1-aza-4-phenylthio-4-(hydroxymethyl)bicyclo<3.3.0>octan-8-one 
• 132288-53-0 1-(2-acetoxyethyl)-5-ethoxy-2-pyrrolidinone 
• 122695-51-6 (R)-5-Oxo-1-phenylsulfanyl-hexahydro-pyrrolizine-1-carboxylic acid methyl ester 

Relevant articles and documents

Extending the chemical product tree: A novel value chain for the production of: N -vinyl-2-pyrrolidones from biogenic acids

The sustainable production of polymers from biogenic platform chemicals shows great promise to reduce the chemical industry's dependence on fossil resources. In this context, we propose a new two-step process leading from dicarboxylic acids, such as succinic and itaconic acid, to N-vinyl-2-pyrrolidone monomers. Firstly, the biogenic acid is reacted with ethanolamine and hydrogen using small amounts of water as solvent together with solid catalysts. For effective conversion, the optimal catalyst (carbon supported ruthenium) has to hold the ability of activating H2 as well as (imide) CO bonds. The obtained products, N-(2-hydroxyethyl)-2-pyrrolidones, are subsequently converted in a continuous gas phase dehydration over simple sodium-doped silica, with excellent selectivity of above 96 mol% and water as the sole by-product. With a final product yield of ≥72 mol% over two process steps and very little waste due to the use of heterogeneous catalysis, the proposed route appears promising-commercially as well as in terms of Green Chemistry.

A procedure for preparing N-hydroxyethyl-substituted succinimide and phthalimide

Conditions of synthesis of N-hydroxyethyl-substituted succinimide and phthalimide by reactions of dicarboxylic acid imides with aminoethanol were optimized.

IMPROVED PROCESS FOR THE PREPARATION OF DIROXIMEL FUMARATE AND SOLID FORMS THEREOF

Aspects of the present application relate to crystalline and amorphous solid forms of Diroximel fumarate, pharmaceutical compositions and processes thereof. Further, aspects relate to improved processes for the preparation of Diroximel fumarate and interm

METHOD FOR PRODUCING MONOMETHYL FUMARATE COMPOUNDS

The present invention relates to a novel method for preparing monomethyl fumarate, which can preferably be used in the treatment and/or prevention of systemic diseases, autoimmune diseases, inflammatory diseases such as multiple sclerosis and psoriasis. Further, the present invention relates to the use of specific compounds as intermediates in the process for preparing a monomethyl fumarate prodrug.