4-{[oxido(phenyl)-lambda~5~-azanylidene]methyl}benzonitrile

Base Information

• Chemical Name: 4-{[oxido(phenyl)-lambda~5~-azanylidene]methyl}benzonitrile
• CAS No.: 26447-78-9
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.246
• Mol file: 26447-78-9.mol

Synonyms:

Chemical Property of 4-{[oxido(phenyl)-lambda~5~-azanylidene]methyl}benzonitrile

Chemical Property:

• Vapor Pressure: 2.41E-07mmHg at 25°C
• Boiling Point: 422.4°Cat760mmHg
• Flash Point: 209.3°C
• Density: 1.2g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-{[oxido(phenyl)-lambda~5~-azanylidene]methyl}benzonitrile

There total 4 articles about 4-{[oxido(phenyl)-lambda~5~-azanylidene]methyl}benzonitrile 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: 93.0%

N'-(4-cyanobenzylidene)-2-nitrobenzenesulfonohydrazide + Nitrosobenzene (586-96-9) → (Z)-1-(4-cyanophenyl)-N-phenylmethanimine oxide (94664-74-1,26447-78-9)

Guidance literature:

With sodium hydride; In dichloromethane; mineral oil; at 40 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0036-1591757

Reference yield:

4-cyanobenzaldehyde (105-07-7) → (Z)-1-(4-cyanophenyl)-N-phenylmethanimine oxide (94664-74-1,26447-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 20 °C

2: sodium hydride / dichloromethane; mineral oil / 16 h / 40 °C / Inert atmosphere; Sealed tube

With sodium hydride; In methanol; dichloromethane; mineral oil;

DOI:10.1055/s-0036-1591757

Reference yield:

N-phenyl hydroxylamine hydrochloride (22755-09-5) + 4-cyanobenzaldehyde (105-07-7) → C14H10N2O (26447-78-9,94664-74-1)

Guidance literature:

With sodium carbonate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0960-894X(98)00686-6

upstream raw materials:

Nitrosobenzene

4-cyanobenzaldehyde

nitrobenzene

N-phenyl hydroxylamine hydrochloride

Downstream raw materials:

4-(2-phenyl-7a-pyrrolidin-1-yl-octahydro-benzo[d]isoxazol-3-yl)-benzonitrile

Refernces

• 1、 Liu, Tingting,Liu, Zhaohong,Liu, Zhenhua,Hu, Donghua,Wang, Yeming. "Coupling of N -Nosylhydrazones with Nitrosoarenes: Transition-Metal-Free Approach to (Z)- N -Arylnitrones". supporting information. p. 1728 - 1736. Retrieved 2018/02/14.