1H-Indole-1-acetonitrile

Base Information

• Chemical Name: 1H-Indole-1-acetonitrile
• CAS No.: 4414-73-7
• Molecular Formula: C₁₀H₈N₂
• Molecular Weight: 156.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90481521
• Nikkaji Number: J2.352.280B
• Wikidata: Q82316980
• Mol file: 4414-73-7.mol

Synonyms:1H-Indole-1-acetonitrile;4414-73-7;2-(1H-Indol-1-yl)acetonitrile;2-indol-1-ylacetonitrile;1-cyanomethyl indole;1-(cyanomethyl)indole;indol-1-yl-acetonitrile;SCHEMBL4705937;1H-Indole-1-acetonitrile(9ci);DTXSID90481521;HNOQGHCFHGIUHC-UHFFFAOYSA-N;2-(1H-indol-1-yl)-acetonitrile;AKOS013122627

Chemical Property of 1H-Indole-1-acetonitrile

Chemical Property:

• PSA: 28.72000
• LogP: 2.16488
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

1H-Indole-1-acetonitrile 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN2CC#N

Technology Process of 1H-Indole-1-acetonitrile

There total 3 articles about 1H-Indole-1-acetonitrile 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: 64.0%

indole (120-72-9) + cyanomethyl bromide (590-17-0) → 1-Indolylacetonitrile (4414-73-7)

Guidance literature:

indole; With sodium hydride; In acetonitrile; paraffin oil; at -5 ℃; for 0.5h; Inert atmosphere;

cyanomethyl bromide; In acetonitrile; paraffin oil; at 0 - 20 ℃; for 24h;

Reference yield:

indole (120-72-9) + chloroacetonitrile (107-14-2) → 1-Indolylacetonitrile (4414-73-7)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; calcium carbonate; Yield given. Multistep reaction; 1.) water, benzene, reflux, 30 min, 2.) water, benzene, reflux, 2 h;

DOI:10.1007/BF01373544

Reference yield:

→ 1-Indolylacetonitrile (4414-73-7)

Guidance literature:

aus Indol, Acetonitril;

DOI:10.1021/ja00847a038

upstream raw materials:

indole

chloroacetonitrile

cyanomethyl bromide

Downstream raw materials:

1-Methyl-3,4-dihydro-pyrazino[1,2-a]indole

2-indol-1-yl-ethylamine

1-cyanomethylindoline

Refernces

• 1、 Martínez, Alberto,Zahran, Mai,Gomez, Miguel,Cooper, Coreen,Guevara, Johnny,Ekengard, Erik,Nordlander, Ebbe,Alcendor, Ralph,Hambleton, Sarah. "Novel multi-target compounds in the quest for new chemotherapies against Alzheimer's disease: An experimental and theoretical study". . p. 4823 - 4840. Retrieved 2018/09/11.
• 2、 -. "Bisindolylmaleimide derivative, and preparation method and use thereof". Paragraph 0202; 0203. . Retrieved 2017/04/03.