(1E,2E)-N~1~,N~2~-Bis(4-chlorophenyl)ethane-1,2-diimine

Base Information

• Chemical Name: (1E,2E)-N~1~,N~2~-Bis(4-chlorophenyl)ethane-1,2-diimine
• CAS No.: 70735-07-8
• Molecular Formula: C₁₄H₁₀Cl₂N₂
• Molecular Weight: 277.153
• DSSTox Substance ID: DTXSID40570494
• Nikkaji Number: J2.438.716J
• Mol file: 70735-07-8.mol

Synonyms:70735-07-8;SCHEMBL9639722;DTXSID40570494;(1E,2E)-N~1~,N~2~-Bis(4-chlorophenyl)ethane-1,2-diimine;1,4-bis-(4-chlorophenyl)-1,4-diazabuta-1,3-diene

Chemical Property of (1E,2E)-N~1~,N~2~-Bis(4-chlorophenyl)ethane-1,2-diimine

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 276.0221037
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=CC=NC2=CC=C(C=C2)Cl)Cl

Technology Process of (1E,2E)-N~1~,N~2~-Bis(4-chlorophenyl)ethane-1,2-diimine

There total 5 articles about (1E,2E)-N~1~,N~2~-Bis(4-chlorophenyl)ethane-1,2-diimine 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: 88.0%

Glyoxal (131543-46-9,107-22-2) + 4-chloro-aniline (106-47-8) → 1,4-bis(4-chlorophenyl)-1,4-diazabuta-1,3-diene (24978-44-7,70735-07-8)

Guidance literature:

at 50 ℃; Neat (no solvent);

Reference yield:

4-chlorobenzonitrile (100-00-5) → 1,4-bis(4-chlorophenyl)-1,4-diazabuta-1,3-diene (24978-44-7,70735-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: C₃₁H₂₇ClN₅O₂Ru⁽¹⁺⁾*ClO₄^(1-); propan-1-ol; potassium tert-butylate / 12 h / 100 °C

2: methanol / Heating

With propan-1-ol; potassium tert-butylate; C₃₁H₂₇ClN₅O₂Ru⁽¹⁺⁾*ClO₄^(1-); In methanol;

DOI:10.1002/ejic.202000859

Reference yield:

(2S,3S)-1-(4-Chloro-phenyl)-3-methyl-4-oxo-azetidine-2-carbaldehyde → 1,4-bis(4-chlorophenyl)-1,4-diazabuta-1,3-diene (24978-44-7,70735-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / 550 °C / 0 Torr

2: methanol / Ambient temperature

In methanol;

upstream raw materials:

Glyoxal

4-chloro-aniline

4-chlorobenzonitrile

Downstream raw materials:

p-chloroanilino-(1,3-dioxo-2-indanylidene)-acetonitrile

Glyoxal

N-(4-chlorophenyl)acetamide

p-chlorphenylisocyanate