1-(1H-Benzimidazol-2-yl)ethanol

Base Information

• Chemical Name: 1-(1H-Benzimidazol-2-yl)ethanol
• CAS No.: 19018-24-7
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.191
• European Community (EC) Number: 683-496-7
• DSSTox Substance ID: DTXSID90940562
• Nikkaji Number: J49.817C
• Mol file: 19018-24-7.mol

Synonyms:19018-24-7;1-(1H-Benzo[d]imidazol-2-yl)ethanol;1-(1H-Benzimidazol-2-yl)ethanol;2-(1-Hydroxyethyl)benzimidazole;1-(1H-Benzoimidazol-2-yl)-ethanol;1-(2-Benzimidazolyl)ethanol;Ethanol, 1-(2-benzimidazolyl)-;2-(alpha-Hydroxyethyl)-benzimidazole;1-(1H-1,3-benzodiazol-2-yl)ethan-1-ol;MFCD00016718;1-(Benzimidazol-2-yl)ethanol;2-(A-hydroxyethyl) benzimidazole;1-(1H-benzo[d]imidazol-2-yl)ethan-1-ol;Maybridge1_003141;1-hydroxyethylbenzimidazole;Cambridge id 5155310;SCHEMBL250817;F0853-0195;2-(a-hydroxyethyl)benzimidazole;HMS550G17;XZHWEHOSQYNGOL-UHFFFAOYSA-;DTXSID90940562;2-((-hydroxy)ethyl)benzimidazole;1-(1H-Benzimidazole-2-yl)ethanol;1-(1H-Benzoimidazol-2-yl)ethanol;2-(alpha-hydroxyethyl)benzimidazole;BBL013198;CCG-46099;STK156754;1-(1H-Benzimidazol-2-yl)ethanol #;a-Methyl-1H-benzimidazole-2-methanol;AKOS000267441;AKOS016039008;1-(1H-Benzimidazol-2-yl)ethan-1-ol;1H-Benzimidazole-2-methanol,a-methyl-;SDCCGMLS-0064699.P001;2-(.alpha.-Hydroxyethyl)-benzimidazole;NCGC00184190-01;NCGC00184190-02;LS-66458;1H-Benzimidazole-2-methanol, alpha-methyl-;BB 0218367;FT-0605467;FT-0657957;FT-0695955;H0880;EN300-02574;1H-Benzimidazole-2-methanol, .alpha.-methyl-;D90968;11H-051;A813395;AF-962/00509061;SR-01000391067;SR-01000391067-1;SR-01000391067-2;Z56755590;860187-76-4

Chemical Property of 1-(1H-Benzimidazol-2-yl)ethanol

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 178°C
• Boiling Point: 389.2 °C at 760 mmHg
• PKA: 11.58±0.10(Predicted)
• Flash Point: 189.2 °C
• PSA: 48.91000
• Density: 1.285g/cm³
• LogP: 1.61620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.079312947
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99%, ^*data from raw suppliers

1-(1H-Benzo[d]imidazol-2-yl)ethanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=NC2=CC=CC=C2N1)O

Technology Process of 1-(1H-Benzimidazol-2-yl)ethanol

There total 7 articles about 1-(1H-Benzimidazol-2-yl)ethanol 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%

LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + 1,2-diamino-benzene (95-54-5) → 1-benzimidazol-2-ylethanol (16414-04-3,19018-24-7)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 16h;

DOI:10.1016/j.bmcl.2008.01.074

Reference yield: 83.0%

ethyl 2-hydroxypropionate (97-64-3,2676-33-7) + 1,2-diamino-benzene (95-54-5) → 1-benzimidazol-2-ylethanol (16414-04-3,19018-24-7)

Guidance literature:

With lithium bromide; at 110 - 115 ℃; for 8h; Neat (no solvent);

DOI:10.1016/j.cclet.2009.11.034

Reference yield: 65.0%

1,2-diamino-benzene (95-54-5) + 3-Hydroxybutyric acid (300-85-6,625-71-8,26063-00-3,29435-48-1) → 1-benzimidazol-2-ylethanol (16414-04-3,19018-24-7)

Guidance literature:

In melt; at 140 ℃; for 1 - 2h;

DOI:10.1134/S107036322008023X

upstream raw materials:

LACTIC ACID

o-phenylenediamine hydrochloride

1,2-diamino-benzene

ethyl 2-hydroxypropionate

Downstream raw materials:

2-benzimidazolecarboxylic acid

2-(1-chloroethyl)-1H-benzo[d]imidazole

6,13-dimethyl-5H,12H-pyrazino<1,2-a:4,5-a'>bis-benzimidazole

2-ethenyl-1H-1,3-benzodiazole

Refernces

Facile and simple synthesis of novel 1-Methyl-2-(2-substituted-oxazol-4-yl) -1H-benzimidazole derivatives

10.1080/00397910902985465

The research focuses on the facile and simple synthesis of novel 1-methyl-2-(2-substituted-oxazol-4-yl)-1H-benzimidazole derivatives, which are heterocyclic compounds with significant biological activity. The synthesis process involves the condensation of o-phenylenediamine with lactic acid to yield 2-(a-hydroxyethyl)benzimidazole, followed by oxidation to produce 2-acetyl benzimidazole. This compound undergoes N-methylation and bromination to form an intermediate, which is then converted into its ester form by reacting with various carboxylic acids in an acetone medium. The key step involves treating these esters with acetamide in the presence of BF3-etherate, a Lewis acid, to obtain the desired oxazole derivatives. The experiments utilized various analytical techniques, including 1H and 13C NMR, IR spectroscopy, mass spectrometry, and thin-layer chromatography (TLC), to monitor the progress of the reactions and characterize the synthesized compounds. The study successfully developed a facile synthetic process for the target benzimidazole derivatives and proposed a plausible mechanism for the conversion of esters to the corresponding oxazoles.

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