N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

Base Information

Chemical Name:N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide
CAS No.:1620893-74-4
Molecular Formula:C₂₈H₂₉N₃O₄
Molecular Weight:471.556
Hs Code.:

Synonyms:N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

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Chemical Property of N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

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Technology Process of N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

There total 8 articles about N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-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: 39.0%

: 1206617-51-7
2-amino-4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazole

: 100-07-2
4-methoxy-benzoyl chloride

: 1620893-74-4
N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

Guidance literature:: 2-amino-4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

4-methoxy-benzoyl chloride; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.06.016

Reference yield:

: 1197054-82-2
(4-iodo-1-methyl-1H-imidazol-5-yl)(4-methoxyphenyl)methanol

: 1620893-74-4
N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 0 - 60 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

2.2: 12 h / 25 °C / Inert atmosphere

3.1: tetrahydrofuran / 12 h / 25 °C / Inert atmosphere

4.1: acetic acid; hydrogen; palladium 10% on activated carbon / methanol / 24 h / 50 °C / 30402 Torr

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 - 25 °C

5.2: 1 h / -78 - 25 °C

6.1: sodium tetrahydroborate / methanol / 12 h / 0 - 25 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 - 20 °C / Inert atmosphere

7.2: 2 h / -78 - 25 °C / Inert atmosphere

With triethylsilane; sodium tetrahydroborate; n-butyllithium; palladium 10% on activated carbon; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; acetic acid; In tetrahydrofuran; methanol; hexane;
DOI:10.1016/j.ejmech.2014.06.016

Reference yield:

: 1206617-47-1
5-4-methoxybenzyl-1-methyl-1H-imidazole-4-carbaldehyde

: 1620893-74-4
N-(4,5-bis(4-methoxybenzyl)-1-methyl-1H-imidazol-2-yl)-4-methoxybenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 12 h / 25 °C / Inert atmosphere

2.1: acetic acid; hydrogen; palladium 10% on activated carbon / methanol / 24 h / 50 °C / 30402 Torr

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 - 25 °C

3.2: 1 h / -78 - 25 °C

4.1: sodium tetrahydroborate / methanol / 12 h / 0 - 25 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 - 20 °C / Inert atmosphere

5.2: 2 h / -78 - 25 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; palladium 10% on activated carbon; hydrogen; acetic acid; In tetrahydrofuran; methanol; hexane;
DOI:10.1016/j.ejmech.2014.06.016