syn-2-nitro-(3-phenylthio)butane

Base Information

• Chemical Name: syn-2-nitro-(3-phenylthio)butane
• CAS No.: 109585-48-0
• Molecular Formula: C₁₀H₁₃NO₂S
• Molecular Weight: 211.285

Synonyms:syn-2-nitro-(3-phenylthio)butane

Chemical Property of syn-2-nitro-(3-phenylthio)butane

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of syn-2-nitro-(3-phenylthio)butane

There total 2 articles about syn-2-nitro-(3-phenylthio)butane 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:

2-nitro-but-2-ene (4812-23-1,27748-48-7,27748-49-8) + thiophenol (108-98-5) → syn-2-nitro-(3-phenylthio)butane (109585-48-0) + anti-2-nitro-(3-phenylthio)butane (109585-28-6)

Guidance literature:

thiophenol; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

2-nitro-but-2-ene; In tetrahydrofuran; at 0 - 20 ℃;

With acetic acid; In tetrahydrofuran; at -78 ℃; for 1h; Overall yield = 77 %; Overall yield = 163 mg; diastereoselective reaction;

DOI:10.1016/j.tet.2015.11.030

Reference yield:

(E)-2-nitrobut-2-ene (27748-48-7) + thiophenol (108-98-5) → syn-2-nitro-(3-phenylthio)butane (109585-48-0) + anti-2-nitro-(3-phenylthio)butane (109585-28-6)

Guidance literature:

With triethylamine; In acetonitrile; for 1h; Product distribution; variation of conditions, other nitro olefins;

DOI:10.1021/jo00295a036

Reference yield: 60.0%

trimethylsilyl cyanide (7677-24-9) + 2-(phenylthio)-3-nitrobutane (109585-28-6,109585-48-0,113410-19-8) → anti-2-methyl-3-(phenylthio)butyronitrile (110720-49-5,110720-50-8)

Guidance literature:

With tin(IV) chloride; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1021/jo00282a009

upstream raw materials:

(E)-2-nitrobut-2-ene

thiophenol

2-nitro-but-2-ene

Downstream raw materials:

anti-2-methyl-3-(phenylthio)butyronitrile

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