5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

Base Information

Chemical Name:5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide
CAS No.:1015174-89-6
Molecular Formula:C₂₁H₂₆N₄O₄S
Molecular Weight:430.528
Hs Code.:

Synonyms:5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

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Chemical Property of 5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

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Technology Process of 5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

There total 6 articles about 5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide 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: 90.0%

: 942195-86-0
4-hydroxy-N N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

: 33797-51-2
eschenmoser's salt

: 1015174-89-6
5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

Guidance literature:: 4-hydroxy-N N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide; eschenmoser's salt; In dichloromethane; at 20 - 40 ℃; for 15h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

: 942195-80-4
N-[4-bromo-2-nitro-6-(benzyloxy)phenyl]acetamide

: 1015174-89-6
5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: iron; acetic acid / 6 h / Heating / reflux

2.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

2.2: 0.5 h / 0 - 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 32 h / 65 °C

3.2: 20 °C

4.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 30 h / 20 °C / 760.05 Torr

5.1: dichloromethane / 15 h / 40 °C

5.2: 20 °C

With hydrogen; iron; sodium hydride; acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.1: Mannich Reaction;

Reference yield:

: 713530-47-3
2-(benzyloxy)-4-bromo-6-nitrobenzenamine

: 1015174-89-6
5-[(dimethylamino)methyl]-4-hydroxy-N,N,2-trimethyl-1-[(4-methylphenyl)sulfonyl]-1H-benzimidazole-6-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / 0.33 h / 70 °C

2.1: iron; acetic acid / 6 h / Heating / reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

3.2: 0.5 h / 0 - 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 32 h / 65 °C

4.2: 20 °C

5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 30 h / 20 °C / 760.05 Torr

6.1: dichloromethane / 15 h / 40 °C

6.2: 20 °C

With hydrogen; iron; sodium hydride; acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 6.1: Mannich Reaction;