3-Acryloyl-2-oxazolidinone

Base Information

• Chemical Name: 3-Acryloyl-2-oxazolidinone
• CAS No.: 2043-21-2
• Molecular Formula: C6H7NO3
• Molecular Weight: 141.126
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60438461
• Nikkaji Number: J371.428D
• Wikidata: Q72436458
• Mol file: 2043-21-2.mol

Synonyms:3-acryloyl-2-oxazolidinone

Chemical Property of 3-Acryloyl-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 0.441mmHg at 25°C
• Melting Point: 83 °C
• Refractive Index: 1.505
• Boiling Point: 194.48 °C at 760 mmHg
• PKA: -1.76±0.20(Predicted)
• Flash Point: 71.419 °C
• PSA: 46.61000
• Density: 1.281 g/cm³
• LogP: 0.08910
• Storage Temp.: Refrigerator
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 141.042593085
• Heavy Atom Count: 10
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Acryloyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC(=O)N1CCOC1=O

Technology Process of 3-Acryloyl-2-oxazolidinone

There total 11 articles about 3-Acryloyl-2-oxazolidinone 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: 98.0%

dimethylenecyclourethane (497-25-6) + 2-chloropropionyl chloride (625-36-5) → acryloyl-1,3-oxazolidin-2-one (2043-21-2)

Guidance literature:

With triethylamine; In chloroform; water; acetonitrile;

Reference yield: 90.0%

dimethylenecyclourethane (497-25-6) + acrylic acid (79-10-7) → acryloyl-1,3-oxazolidin-2-one (2043-21-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1055/s-2003-42117

Reference yield: 89.0%

3-[3-(benzyloxy)prop-1-yn-1-yl]-1,3-oxazolidin-2-one (1274906-21-6) → acryloyl-1,3-oxazolidin-2-one (2043-21-2)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1007/s00706-018-2320-x

upstream raw materials:

dimethylenecyclourethane

acryloyl chloride

acrylic acid anhydride

acrylic acid

Downstream raw materials:

(1R)-3-[(cyclohex-3-enyl)-carbonyl]-1,3-oxazolidin-2-one

3-<(1R)-3-Cyclohexen-1-ylcarbonyl>-1,3-oxazolidin-2-one

Acetic acid (1S,6S)-3-methyl-6-(2-oxo-oxazolidine-3-carbonyl)-cyclohex-2-enyl ester

Refernces

• 1、 Brutiu, Bogdan R.,Bubeneck, Wilhelm Andrei,Cvetkovic, Olivera,Li, Jing,Maulide, Nuno. "On the formation of seven-membered rings by arene-ynamide cyclization". . p. 3 - 10. Retrieved 2018/11/23.
• 2、 -. "Ibrutinib synthesis method". Paragraph 0055; 0056; 0057; 0058; 0059. . Retrieved 2018/04/02.