2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

Base Information

Chemical Name:2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide
CAS No.:1381766-65-9
Molecular Formula:C₂₃H₁₈Cl₂N₂O
Molecular Weight:409.315
Hs Code.:

Synonyms:2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

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Chemical Property of 2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

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Technology Process of 2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

There total 3 articles about 2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide 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: 77.0%

: 313268-48-3
2-iodo-N-(4-chlorophenyl)benzamide

: 1381766-77-3
5-chloro-2-ethynyl-N,N-dimethylaniline

: 1381766-65-9
2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

Guidance literature:: 2-iodo-N-(4-chlorophenyl)benzamide; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

5-chloro-2-ethynyl-N,N-dimethylaniline; In N,N-dimethyl-formamide; at 80 - 85 ℃; Inert atmosphere;
DOI:10.1002/anie.201201640

Reference yield:

: 1369940-23-7
5-chloro-2-iodo-N,N-dimethylaniline

: 1381766-65-9
2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; diethyl ether; water / 0.17 h / 20 °C

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere

3.2: 80 - 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; sodium hydroxide; In methanol; diethyl ether; water; N,N-dimethyl-formamide; 1.1: Sonogashira coupling / 3.1: Sonogashira coupling / 3.2: Sonogashira coupling;
DOI:10.1002/anie.201201640

Reference yield:

: 1381766-72-8
5-chloro-N,N-dimethyl-2-((trimethylsilyl)ethynyl)aniline

: 1381766-65-9
2-((4-chloro-2-(dimethylamino)phenyl)ethynyl)-N-(4-chlorophenyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol; diethyl ether; water / 0.17 h / 20 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere

2.2: 80 - 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; sodium hydroxide; In methanol; diethyl ether; water; N,N-dimethyl-formamide; 2.1: Sonogashira coupling / 2.2: Sonogashira coupling;
DOI:10.1002/anie.201201640