4-(4-pyridyl)phenyl disulfide

Base Information

• Chemical Name: 4-(4-pyridyl)phenyl disulfide
• CAS No.: 917572-04-4
• Molecular Formula: C₂₂H₁₆N₂S₂
• Molecular Weight: 372.514
• Mol file: 917572-04-4.mol

Synonyms:4-(4-pyridyl)phenyl disulfide

Chemical Property of 4-(4-pyridyl)phenyl disulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-pyridyl)phenyl disulfide

There total 6 articles about 4-(4-pyridyl)phenyl disulfide 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: 88.0%

4-(pyridin-4-yl)benzenethiol (188358-98-7) → 4-(4-pyridyl)phenyl disulfide (917572-04-4)

Guidance literature:

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In decane; dichloromethane; at -15 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.097

Reference yield:

(4-bromophenyl)thioanisole (104-95-0) → 4-(4-pyridyl)phenyl disulfide (917572-04-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: triisopropoxy borate / tetrahydrofuran; hexane / -78 - 20 °C

1.3: water / tetrahydrofuran; hexane

2.1: 63 percent / KOH; Bu₄NBr / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane; H₂O / 48 h / 80 °C

3.1: 81.1 percent / t-BuSNa / dimethylformamide / 5 h / Heating

4.1: 50 percent / vanadyl acetylacetonate; tert-butylhydroperoxide / CH₂Cl₂; decane / -15 - 20 °C

With tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; vanadyl acetylacetonate; tetrabutylammomium bromide; sodium tert-butyl thiolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; decane; hexane; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling;

DOI:10.1016/j.bmc.2006.09.058

Reference yield:

(4-thiomethoxyphenyl)boronic acid (98546-51-1) → 4-(4-pyridyl)phenyl disulfide (917572-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / KOH; Bu₄NBr / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane; H₂O / 48 h / 80 °C

2: 81.1 percent / t-BuSNa / dimethylformamide / 5 h / Heating

3: 50 percent / vanadyl acetylacetonate; tert-butylhydroperoxide / CH₂Cl₂; decane / -15 - 20 °C

With tert.-butylhydroperoxide; potassium hydroxide; vanadyl acetylacetonate; tetrabutylammomium bromide; sodium tert-butyl thiolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; decane; dichloromethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1016/j.bmc.2006.09.058

upstream raw materials:

4-(pyridin-4-yl)benzenethiol

4-(4-(methylthio)phenyl)pyridine

(4-bromophenyl)thioanisole

(4-thiomethoxyphenyl)boronic acid

Downstream raw materials:

4-pyridylphenyl methanethiosulfonate

Refernces

• 1、 Gallardo-Godoy, Alejandra,Torres-Altoro, Melissa I.,White, Kellie J.,Barker, Eric L.,Nichols, David E.. "1-Methylpyridinium-4-(4-phenylmethanethiosulfonate) iodide, MTS-MPP+, a novel scanning cysteine accessibility method (SCAM) reagent for monoamine transporter studies". . p. 305 - 311. Retrieved 2008/02/04.