4013-72-3

Basic information

• Product Name: NICOTINOYL AZIDE
• Synonyms: NICOTINOYL AZIDE;3-Pyridinecarboxylic acid azide;Nicotinic acid azide;3-Pyridinecarbonyl azide;Nicotinoyl azide ,98%
• CAS NO: 4013-72-3
• Molecular Formula: C₆H₄N₄O
• Molecular Weight: 148.12
• Mol File: 4013-72-3.mol
• Article Data: 34

Chemical Properties

• Appearance: /
• CAS DataBase Reference: NICOTINOYL AZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: NICOTINOYL AZIDE(4013-72-3)
• EPA Substance Registry System: NICOTINOYL AZIDE(4013-72-3)

Safety Data

• Hazardous Substances Data: 4013-72-3(Hazardous Substances Data)

Usage

General Description

Nicotinoyl azide is a chemical compound primarily used in laboratory settings. Due to the nature of azides, it carries energetic and potentially explosive properties. Although its exact applications are not abundantly discussed in literature, it's likely used in organic synthesis processes as a niche reagent. Like with all azides, careful handling procedures are necessary to prevent dangerous reactions including explosion. Its systematic name is pyridine-3-carboxylic acid azide.

InChI:InChI=1/C6H4N4O/c7-10-9-6(11)5-2-1-3-8-4-5/h1-4H

Upstream product

• 98-92-0 nicotinamide 
• 10400-19-8 3-pyridinecarbonyl chloride 
• 1120-90-7 3-iodopyridine 
• 50-00-0 formaldehyd 
• 144223-30-3 (1H-benzo[d][1,2,3]triazol-1-yl)(pyridin-3-yl)methanone 
• 20260-53-1 pyridine-3-carbonyl chloride hydrochloride 
• 59-67-6 nicotinic acid 
• 98277-31-7 nicotinoylsemicarbazide 
• 553-53-7 Nicotinic acid hydrazide 
• 201230-82-2 carbon monoxide 
• 500-22-1 3-pyridinecarboxaldehyde 

Downstream Products

• 17274-89-4 (S)-2-(nicotinamido)-3-phenylpropanoic acid 
• 1043876-34-1 1,1′-(1,4-phenylene)bis(3-(pyridin-3-yl)urea) 
• 304509-94-2 1,1′-(1,3-phenylene)bis(3-(pyridin-3-yl)urea) 
• 15268-31-2 3-Pyridyl isocyanate 
• 39642-60-9 N,N′-bis(m-pyridyl)urea 
• 56700-70-0 3-(tert-butoxycarbonylamino)pyridine 
• 74729-64-9 N-Methyl-N-phenyl-N'-(3-pyridyl)harnstoff 
• 13143-45-8 1-(2-methylphenyl)-3-(pyridin-3-yl)urea 
• 70301-25-6 N-(o-tolyl)nicotinamide 
• 17274-90-7 4-methyl-sulfanyl-2-[(pyridine-3-carbonyl)amino]butyric acid 
• 2000-55-7 1-phenyl-3-pyridin-3-yl-urea 
• 13256-76-3 1-pyridin-3-yl-3-p-tolyl-urea 
• 24303-02-4 N-(4-methylphenyl)-3-pyridinecarboxamide 
• 59834-37-6 1-(Pyridine-3-carbonyl)-pyrrolidine-2-carboxylic acid 

Relevant articles and documents

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Synthesis of: N -methylated amines from acyl azides using methanol

The transformation of acyl azide derivatives into N-methylamines was developed using methanol as the C1 source via the one-pot Curtius rearrangement and borrowing hydrogen methodology. Following this protocol, various functionalised N-methylated amines were synthesized using the (NNN)Ru(ii) complex from carboxylic acids via an acyl azide intermediate. Several kinetic studies and DFT calculations were carried out to support the mechanism and also to determine the role of the Ru(ii) complex and base in this transformation.

Deoxygenative Amination of Azine-N-oxides with Acyl Azides via [3 + 2] Cycloaddition

A transition-metal-free deoxygenative C-H amination reaction of azine-N-oxides with acyl azides is described. The initial formation of an isocyanate from the starting acyl azide via a Curtius rearrangement can trigger a [3 + 2] dipolar cycloaddition of polar N-oxide fragments to generate the aminated azine derivative. The applicability of this method is highlighted by the late-stage and sequential amination reactions of complex bioactive compounds, including quinidine and fasudil. Moreover, the direct transformation of aminated azines into various bioactive N-heterocycles illustrates the significance of this newly developed protocol.