1-benzyl-1H-indole-5-carbonitrile

Base Information

• Chemical Name: 1-benzyl-1H-indole-5-carbonitrile
• CAS No.: 80531-13-1
• Molecular Formula: C16H12N2
• Molecular Weight: 232.285
• Hs Code.: 2933990090
• Mol file: 80531-13-1.mol

Synonyms:1-benzyl-5-cyanoindole;1-BENZYL-1H-INDOLE-5-CARBONITRILE;1-benzyl-2-cyanoindole;I10-1170;

Chemical Property of 1-benzyl-1H-indole-5-carbonitrile

Chemical Property:

• Boiling Point: 447.1±28.0 °C(Predicted)
• PSA: 28.72000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 3.56128

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzyl-1H-indole-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-benzyl-1H-indole-5-carbonitrile

There total 9 articles about 1-benzyl-1H-indole-5-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: 97.3%

1H-indole-5-carbonitrile (15861-24-2,142396-06-3) → 1-benzyl-1H-indole-5-carbonitrile (80531-13-1)

Guidance literature:

With sodium hydride; potassium iodide; In mineral oil; at 0 - 80 ℃;

DOI:10.1016/j.ejmech.2020.112077

Reference yield: 82.0%

1-benzyl-5-bromo-1H-indole (10075-51-1) + 2-methyl-2-phenylmalononitrile (86164-70-7) → 1-benzyl-1H-indole-5-carbonitrile (80531-13-1)

Guidance literature:

With C₁₀H₈Br₂N₂Ni*(x)H₂O; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b11208

Reference yield: 65.0%

4-(N’-benzyl-N’-(2,2-diethoxyethyl)amino)benzonitrile (1429616-70-5) → 1-benzyl-1H-indole-5-carbonitrile (80531-13-1)

Guidance literature:

With propylsulfonic acid-functionalized silica; In toluene; Reflux;

DOI:10.1016/j.tet.2013.03.026

upstream raw materials:

1H-indole-5-carbonitrile

benzyl bromide

benzyl chloride

4-(N’-benzyl-N’-(2,2-diethoxyethyl)amino)benzonitrile

Downstream raw materials:

N-benzylindole

C₂₁H₁₈BN₃O₄

Refernces

• 1、 Feng, Kejun,Li, Qiang,Li, Yuanhua,Liu, Bifu,Liu, Min,Zhou, Yongbo. "The palladium-catalyzed direct C3-cyanation of indoles using acetonitrile as the cyanide source". supporting information. p. 6108 - 6114. Retrieved 2020/10/21.
• 2、 Mills, L. Reginald,Graham, Joshua M.,Patel, Purvish,Rousseaux, Sophie A. L.. "Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation". supporting information. p. 19257 - 19262. Retrieved 2019/12/02.