cyclohexyl(4-acetylaminophenyl)sulfane

Base Information

• Chemical Name: cyclohexyl(4-acetylaminophenyl)sulfane
• CAS No.: 92500-07-7
• Molecular Formula: C₁₄H₁₉NOS
• Molecular Weight: 249.377
• Mol file: 92500-07-7.mol

Synonyms:cyclohexyl(4-acetylaminophenyl)sulfane

Chemical Property of cyclohexyl(4-acetylaminophenyl)sulfane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclohexyl(4-acetylaminophenyl)sulfane

There total 3 articles about cyclohexyl(4-acetylaminophenyl)sulfane 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: 76.0%

1-bromocyclohexane (108-85-0) + 4-Acetamido-1-iodobenzene (622-50-4) → cyclohexyl(4-acetylaminophenyl)sulfane (92500-07-7)

Guidance literature:

4-Acetamido-1-iodobenzene; With copper(l) iodide; potassium carbonate; sulfur; In N,N-dimethyl-formamide; at 90 ℃; Inert atmosphere;

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 40 ℃; Inert atmosphere; Cooling with ice;

1-bromocyclohexane; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol902186d

Reference yield:

(4-acetamidophenyl)disulfide (16766-09-9) + 5-cyclohexyl-1-aza-5-stannabicyclo[3.3.3]undecane → cyclohexyl(4-acetylaminophenyl)sulfane (92500-07-7)

Guidance literature:

With potassium fluoride; copper(l) chloride; In 1,4-dioxane; at 120 ℃; for 48h;

DOI:10.1021/acs.joc.0c01399

Reference yield:

cyclohexylmagnesium chloride → cyclohexyl(4-acetylaminophenyl)sulfane (92500-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-methyltetrahydrofuran / 12.25 h / 0 - 20 °C / Inert atmosphere

2: potassium fluoride; copper(l) chloride / 1,4-dioxane / 48 h / 120 °C

With potassium fluoride; copper(l) chloride; In 2-methyltetrahydrofuran; 1,4-dioxane;

DOI:10.1021/acs.joc.0c01399

upstream raw materials:

1-bromocyclohexane

4-Acetamido-1-iodobenzene

(4-acetamidophenyl)disulfide

Refernces

• 1、 Zhu, Feng,Chen, Zhenhao,Walczak, MacIej A.. "Ligand-Free Copper(I)-Mediated Cross-Coupling Reactions of Organostannanes with Sulfur Electrophiles". . p. 11942 - 11951. Retrieved 2020/10/12.