2-Chloromethyl-1H-benzoimidazole-5-carboxylic acid hydrochloride

Base Information

• Chemical Name: 2-Chloromethyl-1H-benzoimidazole-5-carboxylic acid hydrochloride
• CAS No.: 351226-57-8
• Molecular Formula: C₉H₇ClN₂O₂
• Molecular Weight: 210.62
• ChEMBL ID: CHEMBL1631251
• DSSTox Substance ID: DTXSID90590804
• Mol file: 351226-57-8.mol

Synonyms:351226-57-8;2-Chloromethyl-1H-benzoimidazole-5-carboxylic acid hydrochloride;2-(chloromethyl)-1H-1,3-benzodiazole-5-carboxylic acid hydrochloride;1179387-08-6;2-(chloromethyl)-1H-benzimidazole-5-carboxylic acid hydrochloride;2-(Chloromethyl)-1H-benzoimidazole-5-carboxylic acid hydrochloride;2-(chloromethyl)-3H-benzimidazole-5-carboxylic acid;hydrochloride;2-(Chloromethyl)-1H-benzo[d]imidazole-5-carboxylic acid hydrochloride;CHEMBL1631251;DTXSID90590804;AKOS015845927;CS-0243865;EN300-269325;G30683;2-(chloromethyl)-1H-1,3-benzodiazole-5-carboxylicacidhydrochloride;2-(chloromethyl)-1H-1,3-benzodiazole-6-carboxylic acid hydrochloride;2-(Chloromethyl)-1H-benzimidazole-6-carboxylic acid--hydrogen chloride (1/1)

Chemical Property of 2-Chloromethyl-1H-benzoimidazole-5-carboxylic acid hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 245.9962829
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloromethyl-1H-benzoimidazole-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)NC(=N2)CCl.Cl

Technology Process of 2-Chloromethyl-1H-benzoimidazole-5-carboxylic acid hydrochloride

There total 2 articles about 2-Chloromethyl-1H-benzoimidazole-5-carboxylic acid hydrochloride 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: 88.0%

chloroacetic acid (79-11-8) + 3,4-diaminobenzoic acid (619-05-6) → 2-(chloromethyl)-1H-benzimidazole-5-carboxylic acid (351226-57-8)

Guidance literature:

With hydrogenchloride; for 4h; Reflux;

DOI:10.13005/ojc/330656

Reference yield: 76.0%

3,4-diaminobenzoic acid (619-05-6) → 2-(chloromethyl)-1H-benzimidazole-5-carboxylic acid (351226-57-8)

Guidance literature:

With chloroacetic acid; In hydrogenchloride;

Reference yield:

2-(chloromethyl)-1H-benzimidazole-5-carboxylic acid (351226-57-8) → 2,2-dioxo-1,3-dihydro-4H-benzo[4',5']imidazo[2,1-c][1,4]thiazine-4-one-8-carboxylic acid (1297364-84-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / N,N-dimethyl-formamide / 0.17 h

1.2: 5 h / 20 - 90 °C

2.1: pyridine; acetic anhydride / 0.5 h / 90 °C

3.1: dihydrogen peroxide; acetic acid / 24 h / 20 °C

With pyridine; dihydrogen peroxide; acetic anhydride; acetic acid; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/ardp.201000252

upstream raw materials:

3,4-diaminobenzoic acid

chloroacetic acid

Downstream raw materials:

2,2-dioxo-1,3-dihydro-4H-benzo[4',5']imidazo[2,1-c][1,4]thiazine-4-one-8-carboxylic acid

Refernces

• 1、 -. "Benzimidazole compounds and antiviral uses thereof". . . Retrieved 2008/06/13.