5-Nitro-2-(piperidin-1-yl)benzonitrile

Base Information

• Chemical Name: 5-Nitro-2-(piperidin-1-yl)benzonitrile
• CAS No.: 32188-75-3
• Molecular Formula: C12H13N3O2
• Molecular Weight: 231.254
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40406582
• Nikkaji Number: J948.512K
• Wikidata: Q82211620
• Mol file: 32188-75-3.mol

Synonyms:5-nitro-2-(piperidin-1-yl)benzonitrile;32188-75-3;5-Nitro-2-piperidinobenzenecarbonitrile;5-nitro-2-piperidin-1-ylbenzonitrile;5-Nitro-2-piperidin-1-yl-benzonitrile;SCHEMBL5794653;5-nitro-2-piperidinobenzonitrile;DTXSID40406582;AFQKJSKHZCXGLQ-UHFFFAOYSA-N;MFCD05365582;AKOS002391298;GA-0707;2-(1-piperidinyl)-5-(nitro)benzonitrile;BB 0246140;CS-0155268;FT-0681031;A875678;J-517864

Chemical Property of 5-Nitro-2-(piperidin-1-yl)benzonitrile

Chemical Property:

• Vapor Pressure: 4.3E-07mmHg at 25°C
• Melting Point: 56-59
• Refractive Index: 1.602
• Boiling Point: 414.9 °C at 760 mmHg
• PKA: -0.15±0.40(Predicted)
• Flash Point: 204.7 °C
• PSA: 72.85000
• Density: 1.27 g/cm³
• LogP: 3.04498
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 231.100776666
• Heavy Atom Count: 17
• Complexity: 324

Purity/Quality:

98%min ^*data from raw suppliers

5-Nitro-2-piperidin-1-ylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C2=C(C=C(C=C2)[N+](=O)[O-])C#N

Technology Process of 5-Nitro-2-(piperidin-1-yl)benzonitrile

There total 5 articles about 5-Nitro-2-(piperidin-1-yl)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: 100.0%

→ 5-nitro-2-(piperidin-1-yl)benzonitrile (32188-75-3)

Guidance literature:

Reference yield: 99.0%

piperidine (110-89-4) + 4-chloro-3-cyanonitrobenzene (16588-02-6) → 5-nitro-2-(piperidin-1-yl)benzonitrile (32188-75-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 3h;

Reference yield:

2-chloro-5-nitro-benzamide (16588-15-1) → 5-nitro-2-(piperidin-1-yl)benzonitrile (32188-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzenesulfonyl chloride / DMF (N,N-dimethyl-formamide); toluene / 3 h / 20 - 145 °C

2: ethanol / 1 h / Heating / reflux

With benzenesulfonyl chloride; In DMF (N,N-dimethyl-formamide); ethanol; toluene;

upstream raw materials:

piperidine

2-fluoro-5-nitrobenzonitrile

4-chloro-3-cyanonitrobenzene

2-chloro-5-nitro-benzamide

Downstream raw materials:

ethyl N-(3-cyano-4-piperidinophenyl)-N-[1-(4-fluorophenyl)pyrrol-2-ylcarbonyl]glycine

1-(4-chlorophenyl)-N-(3-cyano-4-piperidinophenyl)-5-methylpyrazole-4-carboxamide

N-(3-cyano-4-piperidinophenyl)-1-(4-fluorophenyl)pyrrole-2-carboxamide

N-[3-cyano-4-piperidinophenyl]-1-(4-fluorophenyl)pyrrole-3-carboxamide

Refernces

• 1、 Crampton, Michael R.,Emokpae, Thomas A.,Isanbor, Chukwuemeka. "The effects of ring substituents and leaving groups on the kinetics of SNAr reactions of 1-halogeno- and 1-phenoxy-nitrobenzenes with aliphatic amines in acetonitrile". . p. 1378 - 1383. Retrieved 2008/09/18.
• 2、 -. "Fused bicyclic amide compounds and medicinal use thereof". . . Retrieved 2008/06/13.