2-Oxazolidinone,3-(1,2-propadienyl)-(9CI)

Base Information

• Chemical Name: 2-Oxazolidinone,3-(1,2-propadienyl)-(9CI)
• CAS No.: 250728-91-7
• Molecular Formula: C6H7NO2
• Molecular Weight: 125.127
• Mol file: 250728-91-7.mol

Synonyms:3-(1,2-Propadienyl)-2-Oxazolidinone;

Chemical Property of 2-Oxazolidinone,3-(1,2-propadienyl)-(9CI)

Chemical Property:

• Boiling Point: 172.709 °C at 760 mmHg
• PKA: -1.67±0.20(Predicted)
• Flash Point: 58.253 °C
• PSA: 29.54000
• Density: 1.211 g/cm³
• LogP: 0.67510

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxazolidinone,3-(1,2-propadienyl)-(9CI)

There total 4 articles about 2-Oxazolidinone,3-(1,2-propadienyl)-(9CI) 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: 80.0%

3-ethynyl-1,3-oxazolidin-2-one (660866-29-5) + diazomethyl-trimethyl-silane (18107-18-1) → 3-(propa-1,2-dienyl)oxazolidin-2-one (250728-91-7)

Guidance literature:

3-ethynyl-1,3-oxazolidin-2-one; diazomethyl-trimethyl-silane; With copper(l) iodide; In diethyl ether; acetonitrile; at 25 ℃; for 3h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; acetonitrile; at 0 ℃; for 0.5h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1002/chem.202103598

Reference yield: 75.0%

3-(prop-2-yn-1-yl)oxazolidin-2-one (823-53-0) → 3-(propa-1,2-dienyl)oxazolidin-2-one (250728-91-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c6cc04308a

Reference yield: 68.0%

dimethylenecyclourethane (497-25-6) + propargyl bromide (106-96-7) → 3-(propa-1,2-dienyl)oxazolidin-2-one (250728-91-7)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide;

DOI:10.1021/jo101035n

upstream raw materials:

3-(prop-2-yn-1-yl)oxazolidin-2-one

dimethylenecyclourethane

propargyl bromide

3-ethynyl-1,3-oxazolidin-2-one

Downstream raw materials:

3-((E)-3-(3-methyl-1H-indol-2-yl)prop-1-enyl)oxazolidin-2-one

(E)-3-(3-(2,4,6-trimethoxyphenyl)prop-1-en-1-yl)oxazolidin-2-one

Refernces

• 1、 Li, Hong-He,Li, Xiao-Xiao,Zhao, Zhi-Gang,Yuan, Xiao,Sun, Chen-Yang. "Regioselective 1,2-addition of allenamides with: N -haloimides: Synthesis of 2-halo allylic aminal derivatives". . p. 4005 - 4013. Retrieved 2017/07/11.
• 2、 Singh, Rahulkumar Rajmani,Pawar, Samir Kundlik,Huang, Min-Jie,Liu, Rai-Shung. "Gold-catalyzed [3+2]-annulations of α-aryl diazonitriles with ynamides and allenamides to yield 1-amino-1H-indenes". supporting information. p. 11434 - 11437. Retrieved 2016/09/23.