2-Hydroxybenzimidazole

Base Information

• Chemical Name: 2-Hydroxybenzimidazole
• CAS No.: 615-16-7
• Deprecated CAS: 5400-74-8
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Hs Code.: 29339990
• European Community (EC) Number: 210-412-4
• NSC Number: 178108,10383
• UNII: CV8118UZEW
• DSSTox Substance ID: DTXSID0060642
• Nikkaji Number: J4.402D
• Wikidata: Q818479
• ChEMBL ID: CHEMBL2152713
• Mol file: 615-16-7.mol

Synonyms:2-hydroxy benzimidazole

Chemical Property of 2-Hydroxybenzimidazole

Chemical Property:

• Appearance/Colour: off-white to pale brown crystalline powder
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.5880 (estimate)
• Boiling Point: 123.5 °C at 760 mmHg
• PKA: 11.95±0.10(Predicted)
• Flash Point: 42.6 °C
• PSA: 48.91000
• Density: 1.252 g/cm³
• LogP: 1.26850
• Storage Temp.: Store below +30°C.
• Solubility.: 0.543g/l
• Water Solubility.: insoluble
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxybenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=O)N2
• Uses: A metabolite of the neuroleptic Droperidol (D679500). 2-Hydroxybenzimidazole (Lansoprazole EP Impurity D(Rabeprazole EP Impurity K)) is a metabolite of the neuroleptic Droperidol (D679500).

Technology Process of 2-Hydroxybenzimidazole

There total 158 articles about 2-Hydroxybenzimidazole 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: 99.0%

1,2-diamino-benzene (95-54-5) + 1,1'-carbonyldiimidazole (530-62-1) → 1,3-dihydro-2H-benzimidazol-2-one (615-16-7)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/acs.jmedchem.6b00709

Reference yield: 99.0%

carbon monoxide (201230-82-2) + 1,2-diamino-benzene (95-54-5) → 1,3-dihydro-2H-benzimidazol-2-one (615-16-7)

Guidance literature:

With 1-Methylpyrrolidine; selenium; In tetrahydrofuran; at 100 ℃; for 20h; under 22800.7 Torr;

DOI:10.1246/bcsj.60.1793

Reference yield: 98.0%

5-phenyl-3H-[1,3,4]oxadiazol-2-one (1199-02-6) + 1,2-diamino-benzene (95-54-5) → 1,3-dihydro-2H-benzimidazol-2-one (615-16-7) + benzoic acid hydrazide (613-94-5)

Guidance literature:

In various solvent(s); at 150 ℃; for 5h;

upstream raw materials:

phosgene

o-phenylenediamine hydrochloride

phthalic anhydride

2-ethoxy-1H-benzo[d]imidazole

Downstream raw materials:

1,3-bis(hydroxymethyl)benzimidazolin-2-one

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one

1,3-dibenzyl-1,3-dihydro-2H-benzo[d]imidazol-2-one

N-benzoylbenzimidazolinone

Refernces

• 1、 Abbas, Muhammad Azhar,Hameed, Shahid,Kressler, Joerg. "Preparation of 2(3H)-benzimidazolone and its derivative under aqueous condition as a potential agent for antidiabetic compounds". . p. 509 - 511. Retrieved 2013.
• 2、 Mishra, Shashank Shekher,Sharma, C. S.. "Design, Synthesis, Cytotoxicity, and Molecular Docking Studies of New Benzimidazole Hybrids as Possible Anticancer Agents". . p. 21 - 29. Retrieved 2021/08/12.