(4,7-DIMETHOXY-1H-INDOL-3-YL)-ACETONITRILE

Base Information

• Chemical Name: (4,7-DIMETHOXY-1H-INDOL-3-YL)-ACETONITRILE
• CAS No.: 15109-37-2
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.239
• Hs Code.: 2933990090
• Mol file: 15109-37-2.mol

Synonyms:Indole-3-acetonitrile,4,7-dimethoxy- (8CI)

Chemical Property of (4,7-DIMETHOXY-1H-INDOL-3-YL)-ACETONITRILE

Chemical Property:

• Vapor Pressure: 3.08E-08mmHg at 25°C
• Melting Point: 147 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Refractive Index: 1.613
• Boiling Point: 448.5°C at 760 mmHg
• PKA: 16.03±0.30(Predicted)
• Flash Point: 225.1°C
• PSA: 58.04000
• Density: 1.228g/cm³
• LogP: 2.25118

Purity/Quality:

97% ^*data from raw suppliers

(4,7-DIMETHOXY-1H-INDOL-3-YL)-ACETONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4,7-DIMETHOXY-1H-INDOL-3-YL)-ACETONITRILE

There total 4 articles about (4,7-DIMETHOXY-1H-INDOL-3-YL)-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:

(4,7-dimethoxy-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide + trimethylsilyl cyanide (7677-24-9) → (4,7-dimethoxy-1H-indol-3-yl)acetonitrile (15109-37-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm051247f

Reference yield:

4,7-dimethoxylindole (23876-39-3) → (4,7-dimethoxy-1H-indol-3-yl)acetonitrile (15109-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / H₂O / 3 h / 20 °C

2: CH₂Cl₂; toluene / 20 °C

3: 5.67 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1021/jm051247f

Reference yield:

1-(4,7-dimethoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (92033-00-6) → (4,7-dimethoxy-1H-indol-3-yl)acetonitrile (15109-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂; toluene / 20 °C

2: 5.67 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm051247f

upstream raw materials:

trimethylsilyl cyanide

4,7-dimethoxylindole

1-(4,7-dimethoxy-1H-indol-3-yl)-N,N-dimethylmethanamine

Downstream raw materials:

tert-butyl (2-{4,7-dimethoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethyl)carbamate

tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

tert-butyl (2-{1-(3-hydroxy-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-7-[(4-methylphenyl)sulfonyl]-4,8-dioxo-1,4,7,8-tetrahydro-pyrrolo[3,2-f]indazol-5-yl}ethyl)carbamate

tert-butyl (2-{1-(3-hydroxy-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-5-[(4-methylphenyl)sulfonyl]-4,8-dioxo-1,4,5,8-tetrahydro-pyrrolo[2,3-f]indazol-7-yl}ethyl)carbamate

Refernces