3-formyl-1H-indole-6-carbonitrile

Base Information

• Chemical Name: 3-formyl-1H-indole-6-carbonitrile
• CAS No.: 83783-33-9
• Molecular Formula: C10H6N2O
• Molecular Weight: 170.17
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20444285
• Nikkaji Number: J3.072.304J
• Wikidata: Q82262386
• Mol file: 83783-33-9.mol

Synonyms:3-formyl-1H-indole-6-carbonitrile;83783-33-9;1H-Indole-6-carbonitrile, 3-formyl-;6-Cyanoindole-3-carboxaldehyde;3-formyl-6-cyano-1h-indole;SCHEMBL1307459;DTXSID20444285;KCNWLZZKKCXGOC-UHFFFAOYSA-N;6-Cyano-1H-indole-3-carbaldehyde;AMY33732;BBL030587;MFCD06657155;STK655272;AKOS005585579;FD13064;SB21997;NCGC00337486-01;3-Formyl-6-cyano-1H-indole, AldrichCPR;DS-17671;CS-0043779;AB01328766-02;A864213

Chemical Property of 3-formyl-1H-indole-6-carbonitrile

Chemical Property:

• Boiling Point: 429.6±25.0 °C(Predicted)
• PKA: 13.67±0.30(Predicted)
• PSA: 56.65000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 1.85208
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• 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:

98%,99%, ^*data from raw suppliers

3-Formyl-1H-indole-6-carbonitrile ^*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=C2C=O

Technology Process of 3-formyl-1H-indole-6-carbonitrile

There total 4 articles about 3-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: 64.0%

→ (6-cyanoindol-3-yl)carboxaldehyde (83783-33-9)

Guidance literature:

Reference yield: 63.0%

1H-Indole-6-carbonitrile (15861-36-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (6-cyanoindol-3-yl)carboxaldehyde (83783-33-9)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; for 0.166667h;

1H-Indole-6-carbonitrile; at 20 - 40 ℃; for 2h;

With sodium hydroxide; In water; at 100 ℃; for 0.0166667h;

Reference yield: 60.0%

1H-Indole-6-carbonitrile (15861-36-6) + N-methylaniline (100-61-8) → (6-cyanoindol-3-yl)carboxaldehyde (83783-33-9)

Guidance literature:

With tert.-butylhydroperoxide; ruthenium(III)chloride hydrate; trimethylpyruvic acid; In N-methyl-acetamide; at 25 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja2048495

upstream raw materials:

1H-Indole-6-carbonitrile

N,N-dimethyl-formamide

N-methylaniline

Downstream raw materials:

6-cyano-1H-indole-3-carboxylic acid

3-formyl-1-(4-toluenesulfonyl)-1H-indole-6-carbonitrile

trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

3-(2-((2-methoxypyridin-4-yl)amino)-2-phenylacetyl)-1H-indole-6-carbonitrile

Refernces

• 1、 Li, Lan-Tao,Huang, Juan,Li, Hong-Ying,Wen, Li-Juan,Wang, Peng,Wang, Bin. "NBu4NI-catalyzed C3-formylation of indoles with N-methylaniline". supporting information; experimental part. p. 5187 - 5189. Retrieved 2012/06/01.
• 2、 -. "COMPOUNDS". Page/Page column 18. . Retrieved 2010/03/02.