N-BENZYLNICOTINAMIDE

Base Information

• Chemical Name: N-BENZYLNICOTINAMIDE
• CAS No.: 2503-55-1
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Hs Code.: 2933399090
• European Community (EC) Number: 219-705-1,654-307-5
• NSC Number: 59992
• UNII: HF1W0213QP
• DSSTox Substance ID: DTXSID0062476
• Nikkaji Number: J191.994F
• Wikidata: Q27279899
• ChEMBL ID: CHEMBL1739820
• Mol file: 2503-55-1.mol

Synonyms:Nicotinamide,N-benzyl- (7CI,8CI);N-Benzylnicotinamide;N-Nicotinoylbenzylamine;NSC 59992;Nicotinic acid benzylamide;

Chemical Property of N-BENZYLNICOTINAMIDE

Chemical Property:

• Vapor Pressure: 0.000239mmHg at 25°C
• Melting Point: 72-73 °C
• Refractive Index: 1.528
• Boiling Point: 457.9 °C at 760 mmHg
• PKA: 13.84±0.46(Predicted)
• Flash Point: 230.7 °C
• PSA: 41.99000
• Density: 1.155 g/cm³
• LogP: 2.40250
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=CN=CC=C2

Technology Process of N-BENZYLNICOTINAMIDE

There total 38 articles about N-BENZYLNICOTINAMIDE 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: 99.0%

nicotinic acid (59-67-6) + benzylamine (100-46-9) → N-benzylnicotinamide (2503-55-1)

Guidance literature:

With 14C₂H₇N*14H⁽¹⁺⁾*2H₂O*2Hf⁽⁴⁺⁾*2O^(2-)*O₁₂₂P₄W₃₄^(18-); In dimethyl sulfoxide; at 70 ℃;

DOI:10.1021/acscatal.9b03415

Reference yield: 99.0%

nicotinic anhydride (16837-38-0) + benzylamine (100-46-9) → N-benzylnicotinamide (2503-55-1)

Guidance literature:

With pyridine;

DOI:10.1246/cl.1989.59

Reference yield: 97.0%

nicotinamide (98-92-0,1255150-40-3) + benzyl alcohol (100-51-6,185532-71-2) → N-benzylnicotinamide (2503-55-1)

Guidance literature:

With C₄₄H₃₉IrN₂P⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); caesium carbonate; In toluene; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01324

upstream raw materials:

nicotinic acid

benzylamine

3-pyridinecarbonyl chloride

3-pyridinecarboxylic acid ethyl ester

Downstream raw materials:

1-methyl-3-(N-benzylcarbamoyl)pyridinium iodide

N-benzyl-N-Boc-3-pyridinecarboxamide

N-tert-butoxycarbonylbenzylamine

N-benzylnicotiniminoyl chloride

Refernces

• 1、 Ramachandran, P. Veeraraghavan,Hamann, Henry J.. "Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids". supporting information. p. 2938 - 2942. Retrieved 2021/05/04.
• 2、 Alenad, Asma M.,Alshammari, Ahmad S.,Jagadeesh, Rajenahally V.,Murugesan, Kathiravan,Sohail, Manzar. "Reductive N-alkylation of primary amides using nickel-nanoparticles". . . Retrieved 2021/11/22.