1-(2-Pyridylcarbonyl)benzotriazole

Base Information

• Chemical Name: 1-(2-Pyridylcarbonyl)benzotriazole
• CAS No.: 144223-29-0
• Molecular Formula: C12H8 N4 O
• Molecular Weight: 224.222
• European Community (EC) Number: 623-966-0
• DSSTox Substance ID: DTXSID30395299
• Nikkaji Number: J1.477.947G
• Wikidata: Q82195297
• Mol file: 144223-29-0.mol

Synonyms:1-(2-Pyridylcarbonyl)benzotriazole;144223-29-0;benzotriazol-1-yl(pyridin-2-yl)methanone;1-(2-PYRIDYLCARBONYL)BENZOTRIAZOLE 97;(1H-benzo[d][1,2,3]triazol-1-yl)(pyridin-2-yl)methanone;SCHEMBL2494944;DTXSID30395299;AKOS015889529;2-Pyridyl 1H-benzotriazole-1-yl ketone;1-(2-Pyridylcarbonyl)benzotriazole, 97%;1-(2-pyridinylcarbonyl)-1H-1,2,3-benzotriazole

Chemical Property of 1-(2-Pyridylcarbonyl)benzotriazole

Chemical Property:

• Vapor Pressure: 8.84E-08mmHg at 25°C
• Melting Point: 117-124 °C(lit.)
• Refractive Index: 1.719
• Boiling Point: 435.3°C at 760 mmHg
• Flash Point: 217.1°C
• PSA: 60.67000
• Density: 1.37g/cm³
• LogP: 1.51480
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 224.06981089
• Heavy Atom Count: 17
• Complexity: 296

Purity/Quality:

97% ^*data from raw suppliers

1-(2-Pyridylcarbonyl)benzotriazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=NN2C(=O)C3=CC=CC=N3
• Uses: Reactant for:Preparation of ruthenium(II) benzotriazole triphenylphosphine pyridylcarboxylato chloro complexPreparation of acyl azides via reactions with sodium azideAcylation of Grignard and heteroaryllithium reagentsChemoselective reduction reactions

Technology Process of 1-(2-Pyridylcarbonyl)benzotriazole

There total 2 articles about 1-(2-Pyridylcarbonyl)benzotriazole 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: 95.0%

2-Picolinic acid (98-98-6) + 1-(methanesulfonyl)-1H-1,2,3-benzotriazole (37073-15-7) → 1H-1,2,3-benzotriazol-1-yl(2-pyridinyl)methanone (144223-29-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; Heating;

DOI:10.1021/jo034187z

Reference yield:

2-Picolinic acid (98-98-6) + 1,2,3-Benzotriazole (95-14-7,27556-51-0) → 1H-1,2,3-benzotriazol-1-yl(2-pyridinyl)methanone (144223-29-0)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jo070162e

Reference yield: 100.0%

1H-1,2,3-benzotriazol-1-yl(2-pyridinyl)methanone (144223-29-0) → pyridine-2-carboxylic acid amide (1452-77-3)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 4h;

DOI:10.1021/jo000792f

upstream raw materials:

2-Picolinic acid

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

1,2,3-Benzotriazole

Downstream raw materials:

N-(4-methoxyphenyl)-2-pyridinecarboxamide

pyridine-2-carboxylic acid amide

N-hydroxy-N-methyl-2-pyridinecarboxamide

pyridine-2-carbothioic acid S-phenyl ester

Refernces

• 1、 Katritzky, Alan R,Rogovoy, Boris V,Kirichenko, Nataliya,Vvedensky, Vladimir. "Solid-phase preparation of amides using N-acylbenzotriazoles". . p. 1809 - 1811. Retrieved 2002.
• 2、 Widyan, Khalid. "An Improved Synthesis of Polyfunctional Acyl Azides in PEG 400". . p. 120 - 126. Retrieved 2021/03/16.
• 3、 Katritzky, Alan R.,Suzuki, Kazuyuki,Singh, Sandeep K.. "C-acylation of 2-methylfuran and thiophene using N-acylbenzotriazoles". . p. 175 - 178. Retrieved 2007/10/03.