(E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile

Base Information

• Chemical Name: (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile
• CAS No.: 1260401-24-8
• Molecular Formula: C₂₃H₂₅N₉
• Molecular Weight: 427.512
• Mol file: 1260401-24-8.mol

Synonyms:(E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile

Chemical Property of (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile

There total 5 articles about (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile 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: 89.0%

4-(bis(2-azidoethyl)amino)benzaldehyde (1260401-35-1) + 3-dicyanomethylidene-1,5,5-trimethylcyclohexene (23051-44-7) → (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile (1260401-24-8)

Guidance literature:

With piperidine; In acetonitrile; at 40 ℃; for 8h; Inert atmosphere;

DOI:10.1021/cm102165r

Reference yield:

2,2'-(phenylimino)bis[ethanol] (120-07-0) → (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile (1260401-24-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere

2.1: sodium azide / dimethyl sulfoxide / 3 h / 80 °C

3.1: trichlorophosphate / 0 - 40 °C / Inert atmosphere

3.2: Cooling with ice

4.1: piperidine / acetonitrile / 8 h / 40 °C / Inert atmosphere

With piperidine; sodium azide; triethylamine; trichlorophosphate; In diethyl ether; dimethyl sulfoxide; acetonitrile; 3.1: Vilsmeier-Haack formylation / 4.1: Knoevenagel condensation;

DOI:10.1021/cm102165r

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → (E)-2-(3-(4-(bis(2-azidoethyl)amino)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile (1260401-24-8)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / ethanol / 8 h / 60 °C / Inert atmosphere

2: piperidine / acetonitrile / 8 h / 40 °C / Inert atmosphere

With piperidine; In ethanol; acetonitrile; 1: Knoevenagel condensation / 2: Knoevenagel condensation;

DOI:10.1021/cm102165r

upstream raw materials:

3,5,5-Trimethylcyclohex-2-en-1-one

4-(bis(2-azidoethyl)amino)benzaldehyde

3-dicyanomethylidene-1,5,5-trimethylcyclohexene

2,2'-(phenylimino)bis[ethanol]