4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

Base Information

Chemical Name:4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline
CAS No.:1309446-20-5
Molecular Formula:C₁₉H₂₂ClNOSSi
Molecular Weight:375.994
Hs Code.:

Synonyms:4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

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Chemical Property of 4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

Chemical Property:

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Technology Process of 4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

There total 4 articles about 4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline 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%

: C₁₄H₁₃ClINOS

: 1066-54-2
trimethylsilylacetylene

: 1309446-20-5
4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

Guidance literature:: trimethylsilylacetylene; With isopropylmagnesium bromide; In tetrahydrofuran; at 60 ℃; for 0.0833333h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

C₁₄H₁₃ClINOS; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201003657

Reference yield:

: 7152-80-9
4-(dimethylamino)benzenethiocyanate

: 1309446-20-5
4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / -20 - 25 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / -20 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / -30 °C / Inert atmosphere

3.2: 25 °C / Inert atmosphere

4.1: isopropylmagnesium bromide / tetrahydrofuran / 0.08 h / 60 °C / Inert atmosphere

4.2: 25 °C / Inert atmosphere

4.3: 2 h / 50 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; isopropylmagnesium bromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/chem.201003657

Reference yield:

: 1044572-72-6
[4-(4-chloro-benzenesulfinyl)phenyl]dimethylamine

: 1309446-20-5
4-((4-chloro-2-((trimethylsilyl)ethynyl)phenyl)sulfinyl)-N,N-dimethylaniline

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / -30 °C / Inert atmosphere

1.2: 25 °C / Inert atmosphere

2.1: isopropylmagnesium bromide / tetrahydrofuran / 0.08 h / 60 °C / Inert atmosphere

2.2: 25 °C / Inert atmosphere

2.3: 2 h / 50 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; isopropylmagnesium bromide; In tetrahydrofuran;
DOI:10.1002/chem.201003657