N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

Base Information

Chemical Name:N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide
CAS No.:1277175-87-7
Molecular Formula:C₁₆H₁₂BrNO₃
Molecular Weight:346.18
Hs Code.:

Synonyms:N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

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Chemical Property of N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

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Technology Process of N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

There total 6 articles about N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide 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: 55.0%

: 1277175-21-9
N-(benzofuran-2-yl)-4-methoxybenzamide

: 1277175-87-7
N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

Guidance literature:: With N-Bromosuccinimide; toluene-4-sulfonic acid; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Darkness;
DOI:10.1021/jo102265b

Reference yield:

: 1277175-91-3
benzyl bromo(3-bromobenzofuran-2-yl)carbamate

: 1277175-87-7
N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium thiosulfate / ethyl acetate / 1 h / 0 °C / Inert atmosphere

2.1: palladium diacetate; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,1-dimethoxyethane; water / 10 h / Inert atmosphere; Reflux

3.1: dmap; sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

3.2: 16 h / Inert atmosphere; Reflux

4.1: N-Bromosuccinimide; toluene-4-sulfonic acid / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Darkness

With dmap; N-Bromosuccinimide; palladium diacetate; sodium hydride; toluene-4-sulfonic acid; sodium thiosulfate; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,1-dimethoxyethane; water; ethyl acetate; mineral oil; 2.1: Suzuki-Miyaura reaction;
DOI:10.1021/jo102265b

Reference yield:

: 496-41-3
Benzofuran-2-carboxylic acid

: 1277175-87-7
N-(3-bromobenzofuran-2-yl)-4-methoxybenzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium azide; sodium t-butanolate / 1,2-dimethoxyethane / 20 h / 75 °C / Inert atmosphere

2.1: dmap; sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere; Reflux

3.1: N-Bromosuccinimide; toluene-4-sulfonic acid / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Darkness

With dmap; N-Bromosuccinimide; sodium azide; sodium hydride; toluene-4-sulfonic acid; sodium t-butanolate; In tetrahydrofuran; 1,2-dimethoxyethane; mineral oil; 1.1: Curtius rearrangement;
DOI:10.1021/jo102265b