N-[1-(4-CHLORO-PHENYL)-VINYL]-ACETAMIDE

Base Information

• Chemical Name: N-[1-(4-CHLORO-PHENYL)-VINYL]-ACETAMIDE
• CAS No.: 208118-80-3
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• Mol file: 208118-80-3.mol

Synonyms:N-(1-(4-chlorophenyl)vinyl)acetamide;N-[1-(4-Chloro-phenyl)-vinyl]-acetamide;N-[1-(4-chlorophenyl)vinyl]acetamide;

Chemical Property of N-[1-(4-CHLORO-PHENYL)-VINYL]-ACETAMIDE

Chemical Property:

• PSA: 29.10000
• LogP: 2.83770

Purity/Quality:

N-(1-(4-Chlorophenyl)vinyl)acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(4-CHLORO-PHENYL)-VINYL]-ACETAMIDE

There total 13 articles about N-[1-(4-CHLORO-PHENYL)-VINYL]-ACETAMIDE 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: 99.0%

acetic anhydride (108-24-7) + 1-azido-1-(p-chlorophenyl)ethane (91633-32-8) → 1-(4-chlorophenyl)ethenylacetamide (208118-80-3)

Guidance literature:

With di[(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)dichlororuthenium(III)]; triethylamine; 1-methyl-3-octylimidazol-3-ium chloride; at 70 ℃; for 3h; Inert atmosphere;

Reference yield: 92.0%

4-chloroacetophenone oxime (1956-39-4) + acetic anhydride (108-24-7) + phenylacetylene (536-74-3) → 1,4-diphenyl-1,3-butadiyne (886-66-8) + 1-(4-chlorophenyl)ethenylacetamide (208118-80-3)

Guidance literature:

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In 1,2-dichloro-ethane; at 120 ℃; for 5h; Inert atmosphere; Green chemistry;

DOI:10.1016/S1872-2067(14)60220-5

Reference yield: 87.0%

4-chloroacetophenone oxime (1956-39-4) + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) → 1-(4-chlorophenyl)ethenylacetamide (208118-80-3)

Guidance literature:

With sodium dithionite; iron(II) acetate; potassium iodide; In 1,2-dichloro-ethane; at 65 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.05.006

upstream raw materials:

4-chloroacetophenone oxime

acetic anhydride

acetylaminoethylene

4-chlorophenyl trifluoromethanesulfonate

Downstream raw materials:

[((CH₃)3C(CH₃)PCH₂CH₂P(CH₃)C(CH₃)3)Rh(CH₂C(C₆H₄Cl)NHCOCH₃)]⁽¹⁺⁾

N-[1-(4-chlorophenyl)ethyl]acetamide

C₁₀H₁₂ClNO

3,3’-[1-(4-chlorophenyl)ethane-1,1-diyl]bis(1H-indole)

Refernces

• 1、 Li, Xiaolan,Sun, Kai,Shen, Wenjuan,Zhang, Yong,Lu, Ming-Zhu,Luo, Xuzhong,Luo, Haiqing. "Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes". supporting information. p. 31 - 36. Retrieved 2021/01/09.
• 2、 Park, Du Yong,Hwang, Joon Young,Kang, Eun Joo. "Fe(III)-catalyzed Oxidative Povarov Reaction with Molecular Oxygen Oxidant". supporting information. p. 798 - 801. Retrieved 2021/04/09.