3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one

Base Information

• Chemical Name: 3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one
• CAS No.: 111493-15-3
• Molecular Formula: C₁₀H₇ClINO₂
• Molecular Weight: 335.529
• Mol file: 111493-15-3.mol

Synonyms:3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one

Chemical Property of 3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one

There total 2 articles about 3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-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:

(4-Chloro-phenyl)-prop-2-ynyl-carbamic acid ethyl ester (111493-07-3) → 3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one (111493-15-3)

Guidance literature:

With silver tetrafluoroborate; iodine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; Yield given; 1.) 0 deg C, 6 h, 2.) 25 deg C, 16 h, I₂, EDCI; var.: I₂ without AgBF₄, I₂ without AgBF₄ and EDCI, or DCC instead of EDCI;

DOI:10.1016/S0040-4039(00)95306-1

Reference yield:

4-chloro-N-prop-2-ynylaniline (22774-67-0) → 3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one (111493-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / CHCl₃ / 25 °C

2: I₂, AgBF₄, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0 deg C, 6 h, 2.) 25 deg C, 16 h, I₂, EDCI; var.: I₂ without AgBF₄, I₂ without AgBF₄ and EDCI, or DCC instead of EDCI

With silver tetrafluoroborate; iodine; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; chloroform;

DOI:10.1016/S0040-4039(00)95306-1

Reference yield: 87.0%

3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one (111493-15-3) + trimethylsilylacetylene (1066-54-2) → 3-(4-Chloro-phenyl)-5-[3-trimethylsilanyl-prop-2-yn-(E)-ylidene]-oxazolidin-2-one

Guidance literature:

With copper(l) iodide; PdCl₂(Ph₃P); In triethylamine;

DOI:10.1016/S0040-4039(00)95306-1

upstream raw materials:

(4-Chloro-phenyl)-prop-2-ynyl-carbamic acid ethyl ester

4-chloro-N-prop-2-ynylaniline

Downstream raw materials:

3-(4-Chloro-phenyl)-5-prop-2-yn-(E)-ylidene-oxazolidin-2-one