1-Methyl-4-(2-nitrobenzyl)piperazine

Base Information

• Chemical Name: 1-Methyl-4-(2-nitrobenzyl)piperazine
• CAS No.: 19577-82-3
• Molecular Formula: C12H17N3O2
• Molecular Weight: 235.286
• DSSTox Substance ID: DTXSID10355093
• Wikidata: Q82133734
• Mol file: 19577-82-3.mol

Synonyms:19577-82-3;1-Methyl-4-(2-nitrobenzyl)piperazine;1-(2-nitrobenzyl)-4-methylpiperazine;1-methyl-4-[(2-nitrophenyl)methyl]piperazine;MFCD00810565;Cambridge id 5258836;Oprea1_013762;Piperazine, 1-methyl-4-[(2-nitrophenyl)methyl]-;SCHEMBL4586698;DTXSID10355093;FTWAMEGOZZYQHK-UHFFFAOYSA-N;AB9834;AKOS027252532;SY233044;N1 -methyl-N4 -(2-nitrobenzyl)piperazine;CS-0333716;AB00077140-01;SR-01000201530;SR-01000201530-1

Chemical Property of 1-Methyl-4-(2-nitrobenzyl)piperazine

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 235.132076794
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)CC2=CC=CC=C2[N+](=O)[O-]

Technology Process of 1-Methyl-4-(2-nitrobenzyl)piperazine

There total 6 articles about 1-Methyl-4-(2-nitrobenzyl)piperazine 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: 94.0%

1-methyl-piperazine (109-01-3) + 2-nitro-benzaldehyde (552-89-6) → 1-methyl-4-[(2-nitrophenyl)methyl]piperazine (19577-82-3)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 18h;

DOI:10.3762/bjoc.9.23

Reference yield: 64.0%

1-methyl-piperazine (109-01-3) + 2-nitrophenylmethyl bromide (3958-60-9) → 1-methyl-4-[(2-nitrophenyl)methyl]piperazine (19577-82-3)

Guidance literature:

1-methyl-piperazine; 2-nitrophenylmethyl bromide; With triethylamine; In tetrahydrofuran; at 20 - 82 ℃; for 3h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; pH=1;

Reference yield: 20.0%

1-methyl-4-((trifluoro-λ4-boranyl)methyl)piperazine potassium (1015484-22-6) + 2-nitrophenyl bromide (577-19-5) → 1-methyl-4-[(2-nitrophenyl)methyl]piperazine (19577-82-3)

Guidance literature:

With C₅₂H₆₇ClFeNPPd; caesium carbonate; In tetrahydrofuran; water; at 80 ℃; for 12h;

DOI:10.1055/s-0030-1259331

upstream raw materials:

1-methyl-piperazine

2-nitrophenylmethyl bromide

2-nitrobenzyl chloride

1-methyl-4-((trifluoro-λ⁴-boranyl)methyl)piperazine potassium

Downstream raw materials:

(R)-N-(2-chloro-4-methylphenyl)-2-((1-(2-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide

(S)-N-(2-chloro-4-methylphenyl)-2-((1-(2-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide

2-((4-methylpiperazin-1-yl)methyl)-N-(2-nitrophenyl)aniline

1-(2-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-benzo[d]imidazole-2-thiol

Refernces

• 1、 Moore, Terry W.,Sana, Kasinath,Yan, Dan,Thepchatri, Pahk,Ndungu, John M.,Saindane, Manohar T.,Lockwood, Mark A.,Natchus, Michael G.,Liotta, Dennis C.,Plemper, Richard K.,Snyder, James P.,Sun, Aiming. "Asymmetric synthesis of host-directed inhibitors of myxoviruses". supporting information. p. 197 - 203. Retrieved 2013/03/29.
• 2、 -. "SUBSTITUTED N-ARYL-9-OXO-9H-FLUORENE-1-CARBOXAMIDES AND ANALOGS AS ACTIVATOR OF CASPASES AND INDUCERS OF APOPTOSIS". Page/Page column 43-44. . Retrieved 2010/10/20.