Nicotinoyl azide

Base Information

• Chemical Name: Nicotinoyl azide
• CAS No.: 4013-72-3
• Molecular Formula: C6H4N4O
• Molecular Weight: 148.124
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10193159
• Nikkaji Number: J68.336A
• Mol file: 4013-72-3.mol

Synonyms:NICOTINOYL AZIDE;pyridine-3-carbonyl azide;4013-72-3;Nicotinic acid azide;3-Pyridinecarbonyl azide;nicotinic azide;Nicotinoyl azide AldrichCPR;azido(pyridin-3-yl)methanone;Nicotinoyl azide, AldrichCPR;SCHEMBL13605887;DTXSID10193159;AHA101268;AKOS000278854;AKOS009454614;LS-96655;EN300-60368

Chemical Property of Nicotinoyl azide

Chemical Property:

• PSA: 79.71000
• LogP: 0.98486
• XLogP3: 1.6
• 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:

98%min ^*data from raw suppliers

PYRIDINE-3-CARBONYL AZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Nicotinoyl azide

There total 13 articles about Nicotinoyl 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: 89.0%

nicotinic acid (59-67-6) → nicotinoyl azide (4013-72-3)

Guidance literature:

With sodium azide; trichloroacetonitrile; triphenylphosphine; In acetone; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-2008-1077979

Reference yield: 86.0%

3-pyridinecarboxaldehyde (500-22-1) → nicotinoyl azide (4013-72-3)

Guidance literature:

With sodium azide; Dess-Martin periodane; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/S0040-4039(03)00623-3

Reference yield: 78.0%

Nicotinic acid hydrazide (553-53-7) → nicotinoyl azide (4013-72-3)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; for 0.5h;

DOI:10.1111/php.12086

upstream raw materials:

Nicotinic acid hydrazide

nicotinoylsemicarbazide

nicotinic acid

pyridine-3-carbonyl chloride hydrochloride

Downstream raw materials:

N-(3-Pyridyl)-4-phenyl-1-piperazincarboxamid

N-nicotinoyl-O-(3-pyridylcarbamoyl)-2-(4-nitrophenyl)-2-hydroxyethylamine

N,O-di(3-pyridylcarbamoyl)-2-(4-nitrophenyl)-2-hydroxyethylamine

1-(Pyridine-3-carbonyl)-pyrrolidine-2-carboxylic acid

Refernces

• 1、 Widyan, Khalid. "An Improved Synthesis of Polyfunctional Acyl Azides in PEG 400". . p. 120 - 126. Retrieved 2021/03/16.
• 2、 Feng, Chao,Spitale, Robert C.. "Assaying RNA solvent accessibility in living cells with LASER". . p. 401 - 411. Retrieved 2020/06/23.