N-[4-Nitro-3-(piperidin-1-yl)phenyl]acetamide

Base Information

• Chemical Name: N-[4-Nitro-3-(piperidin-1-yl)phenyl]acetamide
• CAS No.: 13272-12-3
• Molecular Formula: C13H17N3O3
• Molecular Weight: 263.296
• DSSTox Substance ID: DTXSID30708108
• Wikidata: Q82642199
• Mol file: 13272-12-3.mol

Synonyms:13272-12-3;N-[4-Nitro-3-(piperidin-1-yl)phenyl]acetamide;SCHEMBL5098076;DTXSID30708108;JVXGTLQYQJHGCI-UHFFFAOYSA-N;n-(5-acetylamino-2-nitrophenyl)piperidine;N-(4-nitro-3-piperidin-1-yl-phenyl)-acetamide

Chemical Property of N-[4-Nitro-3-(piperidin-1-yl)phenyl]acetamide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 263.12699141
• Heavy Atom Count: 19
• Complexity: 337

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: CC(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])N2CCCCC2

Technology Process of N-[4-Nitro-3-(piperidin-1-yl)phenyl]acetamide

There total 2 articles about N-[4-Nitro-3-(piperidin-1-yl)phenyl]acetamide 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: 76.0%

piperidine (110-89-4) + 3-chloro-4-nitroacetanilide (712-33-4) → 3-(1-piperidinyl)-4-nitroacetanilide (13272-12-3)

Guidance literature:

for 1h; Heating;

DOI:10.1021/jm00369a022

Reference yield:

acetyl chloride (75-36-5) + 4-nitro-3-piperidin-1-yl-phenylamine (202279-91-2) → 3-(1-piperidinyl)-4-nitroacetanilide (13272-12-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield:

3-(1-piperidinyl)-4-nitroacetanilide (13272-12-3) → N-(4-Amino-3-piperidin-1-yl-phenyl)-methanesulfonamide

Guidance literature:

Multi-step reaction with 3 steps

1: 2 N HCl / ethanol / 1 h / Heating

2: pyridine / 0 °C

3: H₂ / Pd/C / methanol

With pyridine; hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm00369a022

upstream raw materials:

piperidine

3-chloro-4-nitroacetanilide

acetyl chloride

4-nitro-3-piperidin-1-yl-phenylamine

Downstream raw materials:

4-nitro-3-piperidin-1-yl-phenylamine

N-<3-(1-piperidinyl)-4-nitrophenyl>methanesulfonamide

N-[4-(Acridin-9-ylamino)-3-piperidin-1-yl-phenyl]-methanesulfonamide

N-(4-amino-3-piperidin-1-yl-phenyl)-acetamide