5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid

Base Information

• Chemical Name: 5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid
• CAS No.: 73903-18-1
• Molecular Formula: C8H5N3O4
• Molecular Weight: 207.145
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00441732
• Nikkaji Number: J1.349.420G
• Wikidata: Q82258640
• Mol file: 73903-18-1.mol

Synonyms:5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid;73903-18-1;6-nitro-1H-benzimidazole-2-carboxylic acid;5-nitro-1H-benzimidazole-2-carboxylic acid;SCHEMBL3035932;DTXSID00441732;GSEMJEXTHJEELQ-UHFFFAOYSA-N;3-(4-Bromophenoxymethyl)benzoicacid;MFCD09832097;AKOS016001867;AC-29395;AS-67020;CS-0060638;FT-0701550;5-Nitro-1H-benzo[d]imidazole-2-carboxylicacid;A866002;5-NITRO-1H-1,3-BENZODIAZOLE-2-CARBOXYLIC ACID

Chemical Property of 5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid

Chemical Property:

• PSA: 111.80000
• LogP: 1.69250
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 207.02800565
• Heavy Atom Count: 15
• Complexity: 290

Purity/Quality:

99%, ^*data from raw suppliers

5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])NC(=N2)C(=O)O

Technology Process of 5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid

There total 1 articles about 5-Nitro-1H-benzo[d]imidazole-2-carboxylic acid 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:

2-benzimidazolecarboxylic acid (2849-93-6) → 5-nitro-1(3)H-benzoimidazole-2-carboxylic acid (73903-18-1)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1016/j.bmcl.2006.06.002

Reference yield:

5-nitro-1(3)H-benzoimidazole-2-carboxylic acid (73903-18-1) → [6-amino-1H-benzimidazol-2-yl]-(4-benzyl-piperidin-1-yl)-methanone (910026-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBTU; Et₃N / dimethylformamide

2: H₂ / Pd/C / methanol / 20 °C

With hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.06.002

Reference yield:

5-nitro-1(3)H-benzoimidazole-2-carboxylic acid (73903-18-1) → N-[2-(4-benzyl-piperidine-1-carbonyl)-3H-benzimidazol-6-yl]-methanesulfonamide

Guidance literature:

Multi-step reaction with 3 steps

1: HBTU; Et₃N / dimethylformamide

2: H₂ / Pd/C / methanol / 20 °C

3: pyridine / CH₂Cl₂

With pyridine; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.06.002

upstream raw materials:

2-benzimidazolecarboxylic acid

Downstream raw materials:

(6-nitro-1H-benzimidazol-2-yl)-(4-benzyl-piperidin-1-yl)-methanone

[6-amino-1H-benzimidazol-2-yl]-(4-benzyl-piperidin-1-yl)-methanone

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