Methyl 1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate

Base Information

• Chemical Name: Methyl 1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate
• CAS No.: 396652-38-3
• Molecular Formula: C10H10N2O3
• Molecular Weight: 206.19800
• Mol file: 396652-38-3.mol

Synonyms:methyl 1-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-5-carboxylate;6-(Methoxycarbonyl)-1-methyl-1H-indazole;Methyl 1-methyl-1H-indazole-6-carboxylate;

Chemical Property of Methyl 1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate

Chemical Property:

• Melting Point: 253-255°
• PSA: 64.09000
• LogP: 0.65320
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

Methyl 1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of Methyl 1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate

There total 5 articles about Methyl 1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate 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: 94.0%

methyl 3-amino-4-(methylamino)benzoate (66315-16-0) + 1,1'-carbonyldiimidazole (530-62-1) → methyl 1-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate (396652-38-3)

Guidance literature:

In acetonitrile; at 70 ℃; for 3h;

Reference yield: 51.0%

methyl 4-(3-(benzoyloxy)-1-methylureido)benzoate → methyl 1-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate (396652-38-3)

Guidance literature:

With iron(II) triflate; [2,2]bipyridinyl; potassium carbonate; In acetonitrile; at 40 ℃; for 6h; Inert atmosphere; Sealed tube;

DOI:10.1002/cjoc.202100005

Reference yield:

4-methylamino-3-nitro-benzoic acid methyl ester (36242-50-9) → methyl 1-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate (396652-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; ammonium chloride / water; ethanol / 120 °C / Reflux

2: triethylamine / dichloromethane / 72 h / 20 °C

With iron; ammonium chloride; triethylamine; In ethanol; dichloromethane; water;

upstream raw materials:

methyl 3-amino-4-(methylamino)benzoate

1,1'-carbonyldiimidazole

methyl 3-nitro-4-chlorobenzoate

4-methylamino-3-nitro-benzoic acid methyl ester

Downstream raw materials:

1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylic acid

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