4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

Base Information

Chemical Name:4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile
CAS No.:1398498-39-9
Molecular Formula:C₂₆H₂₀N₂O₂S
Molecular Weight:424.523
Hs Code.:

Synonyms:4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

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Chemical Property of 4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

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Technology Process of 4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

There total 5 articles about 4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile 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: 35.0%

: 1398498-38-8
7-bromo-10-butyl-5-oxo-5,10-dihydro-phenothiazine-3-carbaldehyde

: 3032-92-6
4-cyanophenylacetylene

: 1398498-39-9
4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine; In tetrahydrofuran; for 6h; Inert atmosphere; Reflux;
DOI:10.1007/s10895-010-0791-1

Reference yield:

: 1398498-28-6
7-bromo-10-butyl-10H-phenothiazine-3-carbaldehyde

: 1398498-39-9
4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 5 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Sonogashira coupling;
DOI:10.1007/s10895-010-0791-1

Reference yield:

: 92-84-2
10H-phenothiazine

: 1398498-39-9
4-[2-(10-butyl-3-formyl-5-oxo-5,10-dihydrophenothiazin-7-yl)ethynyl]benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: cetyltrimethylammonim bromide; sodium hydroxide / acetone / 6 h / Reflux

2: trichlorophosphate / chloroform / 16 h / Reflux

3: bromine; acetic acid / 48 h / 20 °C

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 5 °C

5: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; cetyltrimethylammonim bromide; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; dichloromethane; chloroform; acetone; 5: Sonogashira coupling;
DOI:10.1007/s10895-010-0791-1