N-Benzyl-2-chloronicotinamide

Base Information

• Chemical Name: N-Benzyl-2-chloronicotinamide
• CAS No.: 65423-28-1
• Molecular Formula: C13H11ClN2O
• Molecular Weight: 246.696
• Hs Code.: 2933399090
• European Community (EC) Number: 676-793-8
• DSSTox Substance ID: DTXSID80215731
• Nikkaji Number: J68.254C
• Wikidata: Q83091799
• Mol file: 65423-28-1.mol

Synonyms:N-Benzyl-2-chloronicotinamide;65423-28-1;N3-benzyl-2-chloronicotinamide;N-benzyl-2-chloropyridine-3-carboxamide;Nicotinamide, N-benzyl-2-chloro-;BRN 0402200;SCHEMBL920392;N-3-Benzyl-2-chloronicotinamide;DTXSID80215731;XSXUVPQJEQBSSO-UHFFFAOYSA-N;BCP08981;MFCD00831758;STL089012;AKOS000155962;GS-6142;LS-96382;N-phenylmethyl-2-chloronicotinic acid amide;CS-0132449;FT-0641019;F11199

Chemical Property of N-Benzyl-2-chloronicotinamide

Chemical Property:

• Vapor Pressure: 3.21E-08mmHg at 25°C
• Melting Point: 120 °C
• Refractive Index: 1.604
• Boiling Point: 448 °C at 760 mmHg
• PKA: 13.40±0.46(Predicted)
• Flash Point: 224.8 °C
• PSA: 41.99000
• Density: 1.26 g/cm³
• LogP: 3.05590
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.0559907
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Benzyl-2-chloronicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Benzyl-2-chloronicotinamide

There total 7 articles about N-Benzyl-2-chloronicotinamide 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: 93.0%

2-Chloronicotinoyl chloride (49609-84-9) + benzylamine (100-46-9) → 2-chloronicotinic acid benzylamine (65423-28-1)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

Reference yield: 59.0%

2-chloronicotinic acid (2942-59-8) + benzylamine (100-46-9) → 2-chloronicotinic acid benzylamine (65423-28-1)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; at 20 ℃; Cooling with ice;

DOI:10.1002/ejoc.201700356

Reference yield:

2-chloronicotinic acid (2942-59-8) + benzylamine (100-46-9) + isobutyl chloroformate (543-27-1) → 2-chloronicotinic acid benzylamine (65423-28-1)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; hydrogenchloride;

upstream raw materials:

2-Chloronicotinoyl chloride

benzylamine

2-chloronicotinic acid

isobutyl chloroformate

Downstream raw materials:

N-Benzyl 2-(4-Fluorophenoxy)nicotinamide

3-(3-Benzylcarbamoyl-pyridin-2-ylsulfanyl)-propionic acid methyl ester

N-Benzyl-2-(2-fluoro-phenoxy)-nicotinamide

N-Benzyl-2-(bicyclo[2.2.1]hept-2-yloxy)-nicotinamide; hydrochloride

Refernces

• 1、 Ganguly, Nemai C.,Mondal, Pallab,Roy, Sushmita,Mitra, Partha. "Ligand-free copper-catalyzed efficient one-pot access of benzo[b]pyrido[3,2-f][1,4]oxazepinones through O-heteroarylation-Smiles rearrangement-cyclization cascade". . p. 55640 - 55648. Retrieved 2015/02/03.
• 2、 Balkrishna, Shah Jaimin,Kumar, Sangit. "A highly efficient copper-catalyzed method for the synthesis of 2-hydroxybenzamides in water". experimental part. p. 1417 - 1426. Retrieved 2012/06/30.