5-(benzyloxy)-1H-indole-3-carbonitrile

Base Information

• Chemical Name: 5-(benzyloxy)-1H-indole-3-carbonitrile
• CAS No.: 194490-25-0
• Molecular Formula: C16H12N2O
• Molecular Weight: 248.27900
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90467522
• Nikkaji Number: J2.331.003A
• Wikidata: Q82294497
• Mol file: 194490-25-0.mol

Synonyms:5-(benzyloxy)-1H-indole-3-carbonitrile;194490-25-0;5-phenylmethoxy-1H-indole-3-carbonitrile;1H-Indole-3-carbonitrile, 5-(phenylmethoxy)-;SCHEMBL5857843;DTXSID90467522;MFCD13193421;5-benzyloxy-1h-indole-3-carbonitrile;AKOS022175889;CS-W022250;DS-11640;C73697;A880190

Chemical Property of 5-(benzyloxy)-1H-indole-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 481.668oC at 760 mmHg
• Flash Point: 245.104oC
• PSA: 48.81000
• Density: 1.266g/cm3
• LogP: 3.61858
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.094963011
• Heavy Atom Count: 19
• Complexity: 342

Purity/Quality:

97% ^*data from raw suppliers

5-Benzyloxy-1H-indole-3-carbonitrile 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC3=C(C=C2)NC=C3C#N

Technology Process of 5-(benzyloxy)-1H-indole-3-carbonitrile

There total 1 articles about 5-(benzyloxy)-1H-indole-3-carbonitrile 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: 87.0%

5-benzyloxyindole-3-carboxaldehyde (6953-22-6) → 5-benzyloxy-1H-indole-3-carbonitrile (194490-25-0)

Guidance literature:

With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane; In tetrahydrofuran; at 185 ℃; for 12h;

DOI:10.1002/ejoc.200600134

Reference yield: 63.0%

5-benzyloxy-1H-indole-3-carbonitrile (194490-25-0) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 5-benzyloxy-1-(2-trimethylsilylethoxymethyl)indole-3-carbonitrile

Guidance literature:

5-benzyloxy-1H-indole-3-carbonitrile; With sodium hydride; In tetrahydrofuran; at 5 ℃; for 0.25h; Inert atmosphere;

(2-trimethylethylsilylethoxy)methyl chloride; In tetrahydrofuran; at 5 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00352

Reference yield:

5-benzyloxy-1H-indole-3-carbonitrile (194490-25-0) → 5-benzyloxy-N-(4-ethoxycarbonylbenzyl)-3-(2,4-dioxo-thiazolidin-5-ylidene-methyl)-indole

Guidance literature:

upstream raw materials:

5-benzyloxyindole-3-carboxaldehyde