5-Hydroxybenzimidazole

Base Information

• Chemical Name: 5-Hydroxybenzimidazole
• CAS No.: 41292-65-3
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00194276
• Nikkaji Number: J627.159F
• Wikidata: Q74411378
• ChEMBL ID: CHEMBL4551859
• Mol file: 41292-65-3.mol

Synonyms:5-hydroxybenzimidazole

Chemical Property of 5-Hydroxybenzimidazole

Chemical Property:

• Vapor Pressure: 2.01E-09mmHg at 25°C
• Melting Point: 220-222℃
• Refractive Index: 1.76
• Boiling Point: 469.135 °C at 760 mmHg
• PKA: 9.20±0.40(Predicted)
• Flash Point: 237.524 °C
• PSA: 48.91000
• Density: 1.434 g/cm³
• LogP: 1.26850
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

6-Hydroxy-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)NC=N2

Technology Process of 5-Hydroxybenzimidazole

There total 12 articles about 5-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: 96.0%

5-methoxy-1H-benzimidazole (4887-80-3) → 5-hydroxy-1H-benzimidazole (41292-65-3,149471-91-0)

Guidance literature:

With water; hydrogen bromide; for 2h; Heating / reflux;

Reference yield: 96.0%

→ 5-hydroxy-1H-benzimidazole (41292-65-3,149471-91-0)

Guidance literature:

With caesium carbonate; In water; at 50 ℃; for 0.166667h; Microwave irradiation;

Reference yield: 95.0%

formic acid (64-18-6) + 4-hydroxy-2-nitroaniline (610-81-1) → 5-hydroxy-1H-benzimidazole (41292-65-3,149471-91-0)

Guidance literature:

With tin(ll) chloride; at 130 ℃; for 0.0833333h; microwave;

DOI:10.1016/j.tetlet.2005.07.130

upstream raw materials:

5-methoxy-1H-benzimidazole

5-ethoxybenzimidazole

formic acid

4-hydroxy-2-nitroaniline

Downstream raw materials:

4-(3H-benzoimidazol-5-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

4-Chloro-1H-benzoimidazol-5-ol

4-nitro-1(3)H-benzimidazol-5-ol

4-(5-Hydroxy-1H-benzoimidazol-4-ylazo)-benzenesulfonic acid

Refernces

• 1、 Mehta, Angad P.,Abdelwahed, Sameh H.,Fenwick, Michael K.,Hazra, Amrita B.,Taga, Michiko E.,Zhang, Yang,Ealick, Steven E.,Begley, Tadhg P.. "Anaerobic 5-Hydroxybenzimidazole Formation from Aminoimidazole Ribotide: An Unanticipated Intersection of Thiamin and Vitamin B12 Biosynthesis". supporting information. p. 10444 - 10447. Retrieved 2015/09/28.
• 2、 Srivastava, Amit,Yang, Jason,Zhao, Baoshu,Jiang, Yong,Blackmon, Wade,Kraemer, Bernd. "Highly efficient and scalable process for demethylation of 6-(2,4-dimethoxybenzoyl)chromen-2-one and other aryl methyl ethers". experimental part. p. 1765 - 1771. Retrieved 2010/07/07.