S-phenyl 2-(4-nitrophenyl)ethanethioate

Base Information

• Chemical Name: S-phenyl 2-(4-nitrophenyl)ethanethioate
• CAS No.: 100725-78-8
• Molecular Formula: C₁₄H₁₁NO₃S
• Molecular Weight: 273.312
• Mol file: 100725-78-8.mol

Synonyms:S-phenyl 2-(4-nitrophenyl)ethanethioate

Chemical Property of S-phenyl 2-(4-nitrophenyl)ethanethioate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-phenyl 2-(4-nitrophenyl)ethanethioate

There total 5 articles about S-phenyl 2-(4-nitrophenyl)ethanethioate 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: 45.0%

phenyl(4-nitrophenylethynyl)sulfane → S-phenyl 2-(4-nitrophenyl)ethanethioate (100725-78-8)

Guidance literature:

With trifluoroborane diethyl ether; triethylamine tris(hydrogen fluoride); In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.11.205

Reference yield: 42.0%

4-nitrobenzyl chloride (100-14-1) + thiophenol (108-98-5) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → S-phenyl 2-(4-nitrophenyl)ethanethioate (100725-78-8)

Guidance literature:

4-nitrobenzyl chloride; thiophenol; With bis(benzonitrile)palladium(II) dichloride; sodium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; Inert atmosphere; Glovebox;

9-methyl-9H-fluorene-9-carbonyl chloride; With N-Methyldicyclohexylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; at 80 ℃; for 18h; Inert atmosphere; Glovebox;

DOI:10.1021/jo5009965

Reference yield:

S-Phenyl benzenethiosulfonate (1212-08-4) → S-phenyl 2-(4-nitrophenyl)ethanethioate (100725-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: triethylamine tris(hydrogen fluoride); trifluoroborane diethyl ether / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With sodium hexamethyldisilazane; trifluoroborane diethyl ether; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane;

DOI:10.3762/bjoc.11.205

upstream raw materials:

thiophenol

4-nitrophenylacetyl chloride

4-nitrobenzyl chloride

9-methyl-9H-fluorene-9-carbonyl chloride

Refernces

• 1、 Bello, Davide,O'Hagan, David. "Lewis acid-promoted hydrofluorination of alkynyl sulfides to generate α-fluorovinyl thioethers". . p. 1902 - 1909. Retrieved 2015.