5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

Base Information

Chemical Name:5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile
CAS No.:1044572-81-7
Molecular Formula:C₂₁H₁₇ClN₂OS
Molecular Weight:380.898
Hs Code.:

Synonyms:5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

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Chemical Property of 5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

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Technology Process of 5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

There total 3 articles about 5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile 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: 92.0%

: 3058-39-7
4-iodobenzonitrile

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

: 1044572-81-7
5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

Guidance literature:: [4-(4-chloro-benzenesulfinyl)phenyl]dimethylamine; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at -30 ℃; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at -30 - 25 ℃; Inert atmosphere;

4-iodobenzonitrile; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol801431z

Reference yield:

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

: 1044572-81-7
5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

Guidance literature:: Multi-step reaction with 3 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

3.3: 2 h / 50 °C / Inert atmosphere

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

Reference yield:

: 68253-26-9
4-(4-chlorophenylthio)-N,N-dimethylbenzenamine

: 1044572-81-7
5'-chloro-2'-((4-(dimethylamino)phenyl)sulfinyl)-[1,1'-biphenyl]-4-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / -20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / -30 °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; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/chem.201003657