3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

Base Information

Chemical Name:3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile
CAS No.:1089178-83-5
Molecular Formula:C₁₄H₇BrCl₂FNO
Molecular Weight:375.024
Hs Code.:

Synonyms:3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

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Chemical Property of 3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

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Technology Process of 3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

There total 12 articles about 3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile 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: 79.0%

: 1089178-82-4
3-chloro-5-[(6-chloro-2-fluoro-3-methylphenyl)oxy]benzonitrile

: 1089178-83-5
3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

Guidance literature:: With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 85 ℃;
DOI:10.1021/jm301294g

Reference yield:

: 473923-97-6
3-chloro-5-hydroxybenzonitrile

: 1089178-83-5
3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / Reflux

4.1: copper(I) oxide / acetonitrile / 2 h / Reflux

5.1: sodium dithionite; water / tetrahydrofuran / 1 h

6.1: copper dichloride; tert.-butylnitrite / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

7.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 85 °C

With copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); water; sodium hydride; trifluoroacetic acid; copper dichloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile; mineral oil;
DOI:10.1021/jm301294g

Reference yield:

: 770719-09-0
3-chloro-5-[(2,3-difluoro-6-nitrophenyl)oxy]benzonitrile

: 1089178-83-5
3-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / Reflux

3.1: copper(I) oxide / acetonitrile / 2 h / Reflux

4.1: sodium dithionite; water / tetrahydrofuran / 1 h

5.1: copper dichloride; tert.-butylnitrite / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

6.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 85 °C

With copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); water; sodium hydride; trifluoroacetic acid; copper dichloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile; mineral oil;
DOI:10.1021/jm301294g