1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide

Base Information

• Chemical Name: 1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide
• CAS No.: 1450627-93-6
• Molecular Formula: C₁₆H₂₀N₄O₆
• Molecular Weight: 364.358

Synonyms:1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide

Chemical Property of 1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide

Chemical Property:

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Technology Process of 1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide

There total 2 articles about 1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-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: 87.0%

1-(4-methoxybenzyl)-4-nitro-1H-imidazole-5-carboxylic acid (1450627-92-5) + 2,2-dimethoxyethylamine (22483-09-6) → 1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide (1450627-93-6)

Guidance literature:

1-(4-methoxybenzyl)-4-nitro-1H-imidazole-5-carboxylic acid; 2,2-dimethoxyethylamine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; Reflux; Inert atmosphere;

2,2-dimethoxyethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2013.06.069

Reference yield:

1-(4-methoxybenzyl)-4-nitro-5-styryl-1H-imidazole (1450627-82-3) → 1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide (1450627-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; potassium permanganate / water / 0 - 5 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / Reflux; Inert atmosphere

2.2: 2 h / 20 °C

With potassium permanganate; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/j.bmc.2013.06.069

Reference yield: 65.0%

1-(4-methoxybenzyl)-N-(2,2-dimethoxyethyl)-4-nitro-1H-imidazole-5-carboxamide (1450627-93-6) → 4-amino-1-(4-methoxybenzyl)-N-(2,2'-dimethoxy ethyl)-1H-imidazole-5-carboxamide (1450627-94-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; for 5h; under 2068.65 Torr;

DOI:10.1016/j.bmc.2013.06.069

upstream raw materials:

1-(4-methoxybenzyl)-4-nitro-1H-imidazole-5-carboxylic acid

2,2-dimethoxyethylamine

1-(4-methoxybenzyl)-4-nitro-5-styryl-1H-imidazole

Downstream raw materials:

4-amino-1-(4-methoxybenzyl)-N-(2,2'-dimethoxy ethyl)-1H-imidazole-5-carboxamide

5-methoxy-1-(4-methoxybenzyl)-4,5,6,7-tetrahydro-imidazo[4,5-e][1,4]diazepin-8(1H)-one

1-(4-methoxybenzyl)-4-(benzylamino)-N-(2,2-dimethoxyethyl)-1H-imidazole-5-carboxamide

1-(4-methoxybenzyl)-4-benzyl-5-methoxy-4,5,6,7-tetrahydroimidazo[4,5-e][1,4]diazepin-8(1H)-one

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