1-benzyl-1H-benzimidazole-2-sulfonic acid

Base Information

• Chemical Name: 1-benzyl-1H-benzimidazole-2-sulfonic acid
• CAS No.: 90331-20-7
• Molecular Formula: C14H12N2O3S
• Molecular Weight: 288.32200
• DSSTox Substance ID: DTXSID90378260
• ChEMBL ID: CHEMBL1595731
• Mol file: 90331-20-7.mol

Synonyms:1-benzyl-1H-benzimidazole-2-sulfonic acid;90331-20-7;1-benzylbenzimidazole-2-sulfonic acid;1-benzyl-1H-1,3-benzodiazole-2-sulfonic acid;MLS000550962;1-Benzyl-1H-benzoimidazole-2-sulfonic acid;SMR000145090;1-benzyl-1H-benzo[d]imidazole-2-sulfonic acid;SCHEMBL5872380;CHEMBL1595731;BDBM48492;cid_2772580;DTXSID90378260;HMS2514K12;HMS3376O08;MFCD00426869;STK106900;AKOS000275323;AKOS024284447;LS-09917;1-(phenylmethyl)-2-benzimidazolesulfonic acid;1-(phenylmethyl)benzimidazole-2-sulfonic acid;EN300-235823;AQ-086/43383905;F1033-0015

Chemical Property of 1-benzyl-1H-benzimidazole-2-sulfonic acid

Chemical Property:

• PSA: 80.57000
• LogP: 3.41210
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 288.05686342
• Heavy Atom Count: 20
• Complexity: 428

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-Benzyl-1H-benzimidazole-2-sulfonic acid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C3=CC=CC=C3N=C2S(=O)(=O)O

Technology Process of 1-benzyl-1H-benzimidazole-2-sulfonic acid

There total 3 articles about 1-benzyl-1H-benzimidazole-2-sulfonic 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: 80.0%

1H-benzimidazole-2-sulfonic acid (40828-54-4) + benzyl chloride (100-44-7) → 1-Benzylbenzimidazole-2-sulfonic Acid (90331-20-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 60 - 70 ℃;

DOI:10.1007/s10593-006-0112-4

Reference yield:

N-benzyl-2-mercaptobenzimidazole (31493-51-3) → 1-Benzylbenzimidazole-2-sulfonic Acid (90331-20-7)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; 1) ice-cooling, 2) standing overnight;

DOI:10.1007/BF00472263

Reference yield:

1-benzylbenzimidazole (4981-92-4) → 1-Benzylbenzimidazole-2-sulfonic Acid (90331-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / ethanol / 2 h / Heating

2: 56 percent / acridine / aq. ethanol / 2 h / Heating; pH 5-6; other oxid. compounds

With sodium hydroxide; acridine; In ethanol;

DOI:10.1007/BF00507097

upstream raw materials:

N-benzyl-2-mercaptobenzimidazole

1H-benzimidazole-2-sulfonic acid

benzyl chloride

1-benzylbenzimidazole

Downstream raw materials:

1,3-dihydro-1-(phenylmethyl)-2H-benzimidazol-2-one

9-Benzyl-2,3-dihydroimidazo<1,2-a>benzimidazole

1-Benzyl-2-(2-chloroethylamino)benzimidazole hydrochloride

1-Benzyl-2-(2-methoxyethylamino)benzimidazole

Refernces

• 1、 Popov, I. I.,Boroshko, S. L.,Tertov, B. A.,Makarov, S. P.,Simonov, A. M.,Simkin, B. Ya.. "CONDENSED DERIVATIVES OF BENZAZOLES. 1. SYNTHESIS OF 6- AND 5-SUBSTITUTED BENZIMIDAZOQUINAZOLIN-12-ONES". . p. 1348 - 1352. Retrieved 2007/10/02.