2-Chloro-N-phenylisonicotinamide

Base Information

• Chemical Name: 2-Chloro-N-phenylisonicotinamide
• CAS No.: 80194-83-8
• Molecular Formula: C12H9ClN2O
• Molecular Weight: 232.669
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40567864
• Wikidata: Q82453898
• Mol file: 80194-83-8.mol

Synonyms:2-Chloro-N-phenylisonicotinamide;80194-83-8;2-chloro-N-phenylpyridine-4-carboxamide;133928-67-3;MFCD09817650;4-Pyridinecarboxamide, 2-chloro-N-phenyl-;SCHEMBL736261;DTXSID40567864;LTAXNWGTCKPZGT-UHFFFAOYSA-N;AMY30271;AKOS000205747;MB07734;DS-18117;SY019569;CS-0151372;EN300-68342;A864730;SR-01000657096;SR-01000657096-1;Z147122830

Chemical Property of 2-Chloro-N-phenylisonicotinamide

Chemical Property:

• Boiling Point: 310.5±27.0 °C(Predicted)
• PKA: 11.19±0.70(Predicted)
• PSA: 41.99000
• Density: 1.341±0.06 g/cm3(Predicted)
• LogP: 3.06030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0403406
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-N-phenylisonicotinamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-N-phenylisonicotinamide

There total 9 articles about 2-Chloro-N-phenylisonicotinamide 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: 92.0%

2-chloropyridine-4-carbonyl chloride (65287-34-5) + aniline (62-53-3) → 2-chloro-N-phenylisonicotinamide (80194-83-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 0 - 95 ℃; for 2h;

Reference yield: 84.0%

2-chloroisonicotinic acid, (6313-54-8) + aniline (62-53-3) → 2-chloro-N-phenylisonicotinamide (80194-83-8)

Guidance literature:

2-chloroisonicotinic acid,; With oxalyl dichloride; In dichloromethane; at 0 - 25 ℃; for 2h;

aniline; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃; for 2h;

Reference yield: 65.0%

isonicotinanilide-1-oxide (14178-44-0) → 2-chloro-N-phenylisonicotinamide (80194-83-8)

Guidance literature:

With phosphorus pentachloride; In trichlorophosphate; at 130 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)89209-7

upstream raw materials:

isonicotinanilide-1-oxide

pyridine-4-carboxylic acid

4-(chlorocarbonyl)pyridine

N-phenylisonicotinamide

Downstream raw materials:

2-chloro-5-(5-methylthiophen-2-yl)-N-phenylisonicotinamide

2-(benzylthio)-N-phenyl-isonicotinamide

C₁₈H₂₁N₃O₃S

2-chloro-3,N-dimethyl-N-phenyl-isonicotinamide

Refernces

• 1、 Takács, Attila,Varga, Georgina Márta,Kardos, Johanna,Kollár, László. "Palladium-catalysed aminocarbonylation of diiodopyridines". . p. 2131 - 2138. Retrieved 2017/03/17.
• 2、 -. "DIAZABICYCLONONENE DERIVATIVES AND THEIR USE AS RENIN INHIBITORS". Page/Page column 22. . Retrieved 2010/02/11.