Ethyl 1-(2-cyano-4-nitrophenyl)-4-methyl-2-piperazinecarboxylate

Base Information

• Chemical Name: Ethyl 1-(2-cyano-4-nitrophenyl)-4-methyl-2-piperazinecarboxylate
• CAS No.: 85147-16-6
• Molecular Formula: C₁₅H₁₈N₄O₄
• Molecular Weight: 318.332
• DSSTox Substance ID: DTXSID501172009
• Mol file: 85147-16-6.mol

Synonyms:DTXSID501172009;Ethyl 1-(2-cyano-4-nitrophenyl)-4-methyl-2-piperazinecarboxylate;85147-16-6

Chemical Property of Ethyl 1-(2-cyano-4-nitrophenyl)-4-methyl-2-piperazinecarboxylate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 318.13280507
• Heavy Atom Count: 23
• Complexity: 497

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1CN(CCN1C2=C(C=C(C=C2)[N+](=O)[O-])C#N)C

Technology Process of Ethyl 1-(2-cyano-4-nitrophenyl)-4-methyl-2-piperazinecarboxylate

There total 1 articles about Ethyl 1-(2-cyano-4-nitrophenyl)-4-methyl-2-piperazinecarboxylate 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: 70.0%

2-fluoro-5-nitrobenzonitrile (17417-09-3) + 4-Methyl-2-piperazincarbonsaeure-aethylester (63285-60-9) → 1-(2-Cyano-4-nitrophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester (85147-16-6)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine; at 90 ℃; for 4.5h;

DOI:10.1002/hlca.19820650719

Reference yield: 96.0%

1-(2-Cyano-4-nitrophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester (85147-16-6) → 1-(4-Amino-2-cyanophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester (85147-17-7)

Guidance literature:

With hydrogen; nickel; In ethyl acetate; Ambient temperature;

DOI:10.1002/hlca.19820650719

Reference yield:

1-(2-Cyano-4-nitrophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester (85147-16-6) → 1-(2-Cyanophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester (85147-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / H₂ / Raney-Ni / ethyl acetate / Ambient temperature

2: 86 percent / NaNO₂, H₃PO₂ / H₂O / 1.) -10 deg C, 30 min; 2.) up to 15 deg C, 4 h

With hydrogen; hypophosphorous acid; sodium nitrite; nickel; In water; ethyl acetate;

DOI:10.1002/hlca.19820650719

upstream raw materials:

2-fluoro-5-nitrobenzonitrile

4-Methyl-2-piperazincarbonsaeure-aethylester

Downstream raw materials:

1-(4-Amino-2-cyanophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester

1-(2-Cyanophenyl)-4-methyl-2-piperazincarbonsaeure-aethylester