1-(2-chloroethyl)-3-ethylimidazolidin-2-one

Base Information

• Chemical Name: 1-(2-chloroethyl)-3-ethylimidazolidin-2-one
• CAS No.: 22794-68-9
• Molecular Formula: C₇H₁₃ClN₂O
• Molecular Weight: 176.646
• Mol file: 22794-68-9.mol

Synonyms:ENT 61302;NSC 298122

Chemical Property of 1-(2-chloroethyl)-3-ethylimidazolidin-2-one

Chemical Property:

• Vapor Pressure: 0.0044mmHg at 25°C
• Boiling Point: 277.9°Cat760mmHg
• Flash Point: 121.9°C
• Density: 1.148g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1-(2-Chloroethyl)-3-ethylimidazolidin-2-one (also known as ENT 61302 or NSC 298122) is a chloroethyl-substituted imidazolidinone derivative synthesized via the reaction of bis(2-chloroethyl)carbamoyl chloride with diethylamine. 1-(2-chloroethyl)-3-ethylimidazolidin-2-one exemplifies the intramolecular condensation and rearrangement of chloroethyl-substituted ureas into imidazolidinone structures, as observed in related transformations. Its formation highlights the reactivity of chloroethyl groups in generating heterocyclic systems under specific conditions.

Technology Process of 1-(2-chloroethyl)-3-ethylimidazolidin-2-one

There total 1 articles about 1-(2-chloroethyl)-3-ethylimidazolidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 1-(2-chloroethyl)-3-ethyl-2-imidazolidinone (22794-68-9)

Guidance literature:

/BRN= 742566/, Δ;

Reference yield:

1-<6-fluoro-3-(4-fluorophenyl)indan-1-yl>piperazine (344551-41-3) + 1-(2-chloroethyl)-3-ethyl-2-imidazolidinone (22794-68-9) → 1-Ethyl-3-(2-{4-[(1S,3R)-6-fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-ethyl)-imidazolidin-2-one (104089-91-0)

Guidance literature:

With potassium carbonate; potassium iodide; Heating;

DOI:10.1021/jm00120a003

Downstream raw materials:

1-Ethyl-3-(2-{4-[(1S,3R)-6-fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-ethyl)-imidazolidin-2-one

Refernces

Intramolecular Condensation Reactions of 1,1,3,3-Tetrakis(2-chloroethyl)urea

10.1021/jo00828a075

The study investigates the intramolecular condensation reactions of 1,1,3,3-tetrakis(2-chloroethyl)urea (Ia). The researchers prepared Ia by reacting bis(2-chloroethyl)carbamoyl chloride with bis(2-chloroethyl)amine in refluxing benzene. Upon distillation, Ia unexpectedly transformed into 1,3-bis(2-chloroethyl)-2-imidazolidinone (IIa), indicating a rearrangement from a tetrasubstituted urea to an imidazolidinone structure. This transformation was further explored through alternative syntheses and reactions with other reagents. For instance, bis(2-chloroethyl)carbamoyl chloride was reacted with diethylamine to produce 1-(2-chloroethyl)-3-ethyl-2-imidazolidinone (IIc), and with pyrrolidine to yield 1-(4-chlorobutyl)-3-(2-chloroethyl)-2-imidazolidinone (IId). Additionally, the study examined the behavior of Ia in aqueous solution, where it underwent hydrolysis to form bis(2-[(2-chloroethyl)amino]ethyl) carbonate (V). The study provides insights into the reactivity and transformation pathways of these chloroethyl-containing ureas and imidazolidinones under different conditions.

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