Pyridine-2-carbonyl azide

Base Information

• Chemical Name: Pyridine-2-carbonyl azide
• CAS No.: 4013-71-2
• Molecular Formula: C6H4 N4 O
• Molecular Weight: 148.124
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00408441
• Nikkaji Number: J2.505.899B
• NSC Number: 299971
• Mol file: 4013-71-2.mol

Synonyms:4013-71-2;pyridine-2-carbonyl azide;2-Pyridinecarbonyl azide;picolinoyl azide;2-picolinic acid azide;2-(azidocarbonyl)-pyridine;2-pyridyl-carboxylic acid azide;SCHEMBL14240271;DTXSID00408441;RUEMLKUMKKDJTF-UHFFFAOYSA-N;NSC299971;AKOS000279321;AKOS006229317;NSC-299971;4-(MORPHOLINE-4-SULFONYL)-BENZENESULFONYLCHLORIDE

Chemical Property of Pyridine-2-carbonyl azide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 79.71000
• Density: g/cm³
• LogP: 0.98486
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 148.03851076
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

99%min ^*data from raw suppliers

pyridine-2-carbonyl azide 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)N=[N+]=[N-]

Technology Process of Pyridine-2-carbonyl azide

There total 12 articles about Pyridine-2-carbonyl azide 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: 85.0%

2-Picolinic acid (98-98-6) → pyridine-2-carbonyl azide (4013-71-2)

Guidance literature:

2-Picolinic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 0.333333h;

With sodium azide; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.25h;

Reference yield: 83.0%

2-Bromoacetylpyridine (40086-66-6) → pyridine-2-carbonyl azide (4013-71-2)

Guidance literature:

With sodium azide; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 2h;

Reference yield: 73.0%

pyridine-2-carbaldehyde (1121-60-4) → pyridine-2-carbonyl azide (4013-71-2)

Guidance literature:

With trimethylsilylazide; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol1004643

upstream raw materials:

pyridine-2-carbonyl chloride

2-Picolinic acid

1H-1,2,3-benzotriazol-1-yl(2-pyridinyl)methanone

2-Bromoacetylpyridine

Downstream raw materials:

pyridin-2-ylcarbamic acid 2-[6-(4-tert-butyl-phenylsulfonylamino)-5-(2-methoxy-phenoxy)-2-methyl-pyrimidin-4-yloxy]-ethyl ester

pyridin-2-ylcarbamic acid 2-[6-(4-tert-butyl-phenylsulfonylamino)-2-isopropyl-5-(2-methoxy-phenoxy)-pyrimidin-4-yloxy]-ethyl ester

pyridin-2-ylcarbamic acid 2-[6-(4-tert-butyl-phenylsulfonylamino)-5-(2-methoxy-phenoxy)-2-propyl-pyrimidin-4-yloxy]-ethyl ester

pyridin-2-ylcarbamic acid 2-[6-(4-tert-butyl-phenylsulfonylamino)-2-cyclopropyl-5-(2-methoxy-phenoxy)-pyrimidin-4-yloxy]-ethyl ester

Refernces

• 1、 Bukowska, Patrycja,Piechowska, Joanna,Loska, Rafa?. "Azine-imidazole aza-BODIPY analogues with large Stokes shift". . p. 312 - 321. Retrieved 2017.
• 2、 Pastorin, Giorgia,Da Ros, Tatiana,Bolcato, Chiara,Montopoli, Christian,Moro, Stefano,Cacciari, Barbara,Baraldi, Pier Giovanni,Varani, Katia,Borea, Pier Andrea,Spalluto, Giampiero. "Synthesis and biological studies of a new series of 5- heteroarylcarbamoylaminopyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidines as human A3 adenosine receptor antagonists. Influence of the heteroaryl substituent on binding affinity and molecular modeling investigations". . p. 1720 - 1729. Retrieved 2006.
• 3、 Widyan, Khalid. "An Improved Synthesis of Polyfunctional Acyl Azides in PEG 400". . p. 120 - 126. Retrieved 2021/03/16.
• 4、 Wittmann,Tschense,Zappe,Koschnick,Siegel,St?glich,Lotsch,Senker. "Selective host-guest interactions in metal-organic frameworks: Via multiple hydrogen bond donor-acceptor recognition sites". . p. 10379 - 10388. Retrieved 2019/05/06.