5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide

Base Information

• Chemical Name: 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide
• CAS No.: 308321-35-9
• Molecular Formula: C₁₂H₁₃N₅O₂
• Molecular Weight: 259.268

Synonyms:5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide

Chemical Property of 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide

Chemical Property:

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Technology Process of 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide

There total 2 articles about 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide 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: 64.0%

p-cresol (106-44-5) + 5-diazoimidazole-4-(N-methylcarboxamide) → 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide (308321-35-9)

Guidance literature:

In acetic acid; at 5 ℃;

DOI:10.1007/BF02269547

Reference yield:

5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid amide (308321-34-8) → 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide (308321-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / p-toluenesulfonic acid / acetic acid / 6 h / Heating

2: 64 percent / acetic acid / 5 °C

With toluene-4-sulfonic acid; In acetic acid; 1: Cyclization / 2: Addition;

DOI:10.1007/BF02269547

Reference yield: 18.0%

5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid methylamide (308321-35-9) → p-cresol (106-44-5) + 3-Methyl-4,7-dihydro-3H-imidazo[4,5-d][1,2,3]triazin-4-one (101542-70-5) + 7-methyl-benzo[e]imidazo[5,1-c][1,2,4]triazine-3-carboxylic acid methylamide

Guidance literature:

With toluene-4-sulfonic acid; In acetic acid; for 6h; Heating;

DOI:10.1007/BF02269547

upstream raw materials:

p-cresol

5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid amide

Downstream raw materials:

p-cresol

3-Methyl-4,7-dihydro-3H-imidazo[4,5-d][1,2,3]triazin-4-one

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