N-(4-Carbamoylphenyl)piperidine-4-carboxamide

Base Information

• Chemical Name: N-(4-Carbamoylphenyl)piperidine-4-carboxamide
• CAS No.: 609780-49-6
• Molecular Formula: C13H17N3O2
• Molecular Weight: 247.297
• DSSTox Substance ID: DTXSID40592510
• Wikidata: Q72515167
• Mol file: 609780-49-6.mol

Synonyms:609780-49-6;N-(4-CARBAMOYLPHENYL)PIPERIDINE-4-CARBOXAMIDE;4-(4-Carbamoyl-phenylcarbamoyl)-piperidine;N-[4-(aminocarbonyl)phenyl]-4-Piperidinecarboxamide;4-(4-CARBAMOYLPHENYLCARBAMOYL)PIPERIDINE;SCHEMBL6153241;DTXSID40592510;IJZROFXYVXWUFA-UHFFFAOYSA-N;AKOS000166190;DB-072876;N-[4-(aminocarbonyl)-phenyl]piperidine-4-carboxamide;AMINOACIDHYDROXAMATESL-GLUTAMICACIDGAMMA-MONOHYDROXAMATE

Chemical Property of N-(4-Carbamoylphenyl)piperidine-4-carboxamide

Chemical Property:

• Boiling Point: 526.7 °C at 760 mmHg
• Flash Point: 272.4 °C
• PSA: 84.22000
• Density: 1.237 g/cm³
• LogP: 1.82570
• XLogP3: 0
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.132076794
• Heavy Atom Count: 18
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Carbamoyl-phenylcarbamoyl)-piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1C(=O)NC2=CC=C(C=C2)C(=O)N

Technology Process of N-(4-Carbamoylphenyl)piperidine-4-carboxamide

There total 5 articles about N-(4-Carbamoylphenyl)piperidine-4-carboxamide 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: 73.0%

N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-4-carboxamide (609780-46-3) → N-[4-(aminocarbonyl)phenyl]-piperidine-4-carboxamide (609780-49-6)

Guidance literature:

N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-4-carboxamide; With ammonium formate; palladium 10% on activated carbon; In ethanol; for 5h; Heating / reflux;

With hydrogenchloride; In ethanol; for 1.5h; Heating / reflux;

Reference yield:

4-carbethoxypiperidine (1126-09-6) → N-[4-(aminocarbonyl)phenyl]-piperidine-4-carboxamide (609780-49-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / DMF (N,N-dimethyl-formamide) / 1.5 h / 20 - 120 °C

2.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 20 °C

3.1: thionyl chloride / toluene / 3.33 h / 20 - 80 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: ammonium formate / palladium 10% on activated carbon / ethanol / 5 h / Heating / reflux

5.2: 1.5 h / Heating / reflux

With sodium hydroxide; thionyl chloride; water; ammonium formate; potassium carbonate; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; toluene;

Reference yield:

N-benzylpiperidine-4-carboxylic acid (10315-07-8) → N-[4-(aminocarbonyl)phenyl]-piperidine-4-carboxamide (609780-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / toluene / 3.33 h / 20 - 80 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 5 h / Heating / reflux

3.2: 1.5 h / Heating / reflux

With thionyl chloride; ammonium formate; triethylamine; palladium 10% on activated carbon; In ethanol; dichloromethane; toluene;

upstream raw materials:

N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-4-carboxamide

4-carbethoxypiperidine

N-benzylpiperidine-4-carboxylic acid

N-benzyl isonipecotic acid ethyl ester