5-Methyl-1H-indole-3-carbonitrile

Base Information

• Chemical Name: 5-Methyl-1H-indole-3-carbonitrile
• CAS No.: 194490-13-6
• Molecular Formula: C10H8 N2
• Molecular Weight: 156.187
• DSSTox Substance ID: DTXSID70598984
• Nikkaji Number: J3.188.511F
• Wikidata: Q82494807
• Mol file: 194490-13-6.mol

Synonyms:5-Methyl-1H-indole-3-carbonitrile;3-Cyano-5-methylindole;194490-13-6;1H-Indole-3-carbonitrile,5-methyl-;SCHEMBL6599646;DTXSID70598984;JIQYBYFWPOTTCP-UHFFFAOYSA-N;MFCD07776611;AKOS006287551

Chemical Property of 5-Methyl-1H-indole-3-carbonitrile

Chemical Property:

• Vapor Pressure: 2.64E-05mmHg at 25°C
• Refractive Index: 1.65
• Boiling Point: 357.9°Cat760mmHg
• Flash Point: 123.7°C
• PSA: 39.58000
• Density: 1.2g/cm³
• LogP: 2.34798
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

3-CYANO-5-METHYLINDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC=C2C#N

Technology Process of 5-Methyl-1H-indole-3-carbonitrile

There total 8 articles about 5-Methyl-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: 91.0%

4-isoxazoleboronic acid pinacol ester (928664-98-6) + 2-bromo-p-toluidine (583-68-6) → 5-methyl-1H-indole-3-carbonitrile (194490-13-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; In water; dimethyl sulfoxide; at 130 ℃; for 16h; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cc05439a

Reference yield: 83.0%

N,N,N,N,-tetramethylethylenediamine (110-18-9) + 5-methyl-1H-indole (614-96-0) → 5-methyl-1H-indole-3-carbonitrile (194490-13-6)

Guidance literature:

With oxygen; ammonium carbonate; copper dichloride; In dimethyl sulfoxide; at 110 ℃; for 12h; under 760.051 Torr; Schlenk technique;

DOI:10.1039/c3cc49339c

Reference yield: 67.0%

5-methylindole-3-carboxaldehyde (52562-50-2) → 5-methyl-1H-indole-3-carbonitrile (194490-13-6)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; sodium formate; for 1h; Heating / reflux;

upstream raw materials:

5-methylindole-3-carboxaldehyde

5-methyl-1H-indole

phenylacetonitrile

N,N,N,N,-tetramethylethylenediamine

Downstream raw materials:

C₁₉H₁₆N₂O₂

C₁₇H₁₂N₂O₂