2-Formyl-1H-indole-6-carbonitrile

Base Information

• Chemical Name: 2-Formyl-1H-indole-6-carbonitrile
• CAS No.: 104291-63-6
• Molecular Formula: C₁₀H₆N₂O
• Molecular Weight: 170.17
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00544010
• Wikidata: Q82420983
• Mol file: 104291-63-6.mol

Synonyms:2-Formyl-1H-indole-6-carbonitrile;104291-63-6;DTXSID00544010;MFCD12924835;AKOS016007445;DS-17344;CS-0043777;N13179;A896253

Chemical Property of 2-Formyl-1H-indole-6-carbonitrile

Chemical Property:

• Boiling Point: 429.6±25.0 °C(Predicted)
• PKA: 13.22±0.30(Predicted)
• PSA: 56.65000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 1.85208
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.048012819
• Heavy Atom Count: 13
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

2-Formyl-1h-indole-6-carbonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)NC(=C2)C=O

Technology Process of 2-Formyl-1H-indole-6-carbonitrile

There total 4 articles about 2-Formyl-1H-indole-6-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: 80.0%

2-(Hydroxymethyl)indol-6-carbonitril (104291-65-8) → 2-formyl-1H-indole-6-carbonitrile (104291-63-6)

Guidance literature:

With Mangandioxid; In acetone; for 2h; Ambient temperature;

Reference yield:

ethyl 6-cyano-1H-indole-2-carboxylate (104291-81-8) → 2-formyl-1H-indole-6-carbonitrile (104291-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent

2: 80 percent / Mangandioxid / acetone / 2 h / Ambient temperature

With Mangandioxid; In acetone;

Reference yield:

4-cyano-2-nitrotoluene (939-79-7) → 2-formyl-1H-indole-6-carbonitrile (104291-63-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium / ethanol / 16 h / 20 °C

2.1: zinc / water; acetic acid / 0.42 h

3.1: lithium borohydride / tetrahydrofuran / 16 h / Reflux

4.1: manganese(IV) oxide / acetone / 16 h / 20 °C

4.2: 24 h / 20 °C

With manganese(IV) oxide; lithium borohydride; sodium; zinc; In tetrahydrofuran; ethanol; water; acetic acid; acetone;

DOI:10.1016/j.bmc.2013.10.014

upstream raw materials:

2-(Hydroxymethyl)indol-6-carbonitril

ethyl 6-cyano-1H-indole-2-carboxylate

4-cyano-2-nitrotoluene

3-(4-cyano-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester

Downstream raw materials:

2-<4-(4-Cyan-2-nitrophenyl)-1,3-butadienyl>-6-indolcarbonitril

2-<(E)-2-(6-Amidino-2-indolyl)vinyl>-5-indolcarboxamidin-dihydrochlorid

2-<2-(6-Amidino-2-indolyl)ethyl>-5-indolcarboxamidin-dihydrochlorid

2-<2-(6-Amidinoindol-2-yl)ethyl>-1-benzofuran-5-carboxamidin-dihydrochlorid