N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide

Base Information

• Chemical Name: N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide
• CAS No.: 1627119-26-9
• Molecular Formula: C₂₃H₂₅N₃O₄
• Molecular Weight: 407.469

Synonyms:N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide

Chemical Property of N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide

Chemical Property:

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Technology Process of N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide

There total 5 articles about N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-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: 61.0%

4-(4-(prop-2-ynyloxy)butoxy)benzaldehyde (1627119-24-7) + N-methoxy N-methyl 3,4-dinitrobenzoic acid amide (391903-19-8) → N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide (1627119-26-9)

Guidance literature:

N-methoxy N-methyl 3,4-dinitrobenzoic acid amide; With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; for 5h; under 760.051 Torr;

4-(4-(prop-2-ynyloxy)butoxy)benzaldehyde; With sodium metabisulfite; In ethanol; water; ethyl acetate; for 6h; Reflux;

Reference yield:

4-(prop-2-yn-1-yloxy)butan-1-ol (66865-32-5) → N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide (1627119-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane; 1,4-dioxane / 0 - 20 °C / Cooling with ice

2: sodium metabisulfite / water / 6 h / Reflux

With sodium metabisulfite; di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; dichloromethane; water; 1: |Mitsunobu Displacement;

DOI:10.1039/c4md00140k

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide (1627119-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane; 1,4-dioxane / 0 - 20 °C / Cooling with ice

2: sodium metabisulfite / water / 6 h / Reflux

With sodium metabisulfite; di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; dichloromethane; water; 1: |Mitsunobu Displacement;

DOI:10.1039/c4md00140k

upstream raw materials:

4-(4-(prop-2-ynyloxy)butoxy)benzaldehyde

N-methoxy N-methyl 3,4-diaminobenzoic acid amide

4-hydroxy-benzaldehyde

N-methoxy N-methyl 3,4-dinitrobenzoic acid amide

Downstream raw materials:

6-(4-methylpiperazin-1-yl)-2'-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H,3'H-2,5'-bibenzo[d]imidazole

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