6295-87-0

Usage

Uses

1-Aminopyridinium iodide is used as a building block in the synthesis of fused heterocycles. It serves as a key intermediate in the construction of complex heterocyclic structures, which are important in the development of pharmaceuticals and agrochemicals.
Used in Organic Synthesis:
1-Aminopyridinium iodide is used as a reagent for the synthesis of substituted pyridines. These substituted pyridines are valuable building blocks in the preparation of various organic compounds, including pharmaceuticals, dyes, and other specialty chemicals.
Used in Cycloaddition Reactions:
1-Aminopyridinium iodide is used as a reagent in dipolar cycloadditions. This reaction type allows for the formation of five-membered heterocyclic rings, which are common structural motifs in many biologically active compounds.
Used in Ylide-Type Reactions:
1-Aminopyridinium iodide is used as a precursor in the generation of ylides, which are reactive intermediates in various organic transformations. These ylides can be employed in the synthesis of complex organic molecules and have applications in the fields of pharmaceuticals and materials science.

InChI:InChI=1/C5H7N2.HI/c6-7-4-2-1-3-5-7;/h1-5H,6H2;1H/q+1;/p-1

Upstream product

• 110-86-1 pyridine 
• 25275-41-6 N-iminopyridinium ylide 
• 7732-18-5 water 

Downstream Products

• 73859-88-8 2-fluoro-3-(trifluoromethyl)pyrazolo<1,5-a>pyridine 
• 30843-10-8 2-methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester 
• 87290-01-5 pyridinium 1-[(phenyl)thiocarbonyl]aminide 
• 94224-80-3 C₁₅H₁₂N₄ 
• 81460-46-0 C₁₂H₈Cl₂N₂O 
• 23025-55-0 N-(ethoxycarbonylimino)pyridinium ylide 
• 50619-95-9 p-methyl-benzylidene-1-aminopyridinium iodide 
• 16551-56-7 1-(2-Chlor-benzylidenamino)-pyridiniumiodid 
• 49684-66-4 (4-fluorobenzoyl)(pyridin-1-ium-1-yl)amide 
• 49684-74-4 C₁₂H₉ClN₂O 
• 16551-53-4 N-(4-nitrobenzylideneamino)pyridinium iodide 
• 81460-70-0 C₁₃H₉F₃N₂O 
• 81460-71-1 N-(4-trifluoromethylbenzoyl)iminopyridinium ylide 
• 32594-66-4 N-p-Methoxybenzylideniminopyridinium-jodid 

Relevant academic research and scientific papers

Aminopyridinium iodide as a NH transferring agent for the synthesis of 2-aroyl-3-aryl aziridines

A new approach for the synthesis of N-H ketoaziridines is described. 1-aminopyridinium iodide as a NH transferring agent provides a straightforward access to the 2-aroyl-3-arylaziridines from the corresponding 1,3-diarylprop-2-en-1-one. A possible general mechanism involving the N-N ylide is proposed.

Synthesis of polymeric 1-iminopyridinium ylides as photoreactive polymers

Two synthetic routes to polymeric 1-imino pyridinium ylides as new photoreactive polymeric architectures were investigated. In the first approach, polymerization of newly synthesized 1-imino pyridinium ylide containing monomers yielding their polymeric analogues was achieved by free radical polymerization. Alternatively, reactive precursor polymers were synthesized and converted into the respective 1-imino pyridinium ylidepolymers by polymer analogous reactions on reactive precursor polymers. Quantitative conversion of the reactive groups was achieved with pentafluorophenyl ester containing polymers and newly synthesized photoreactive amines as well as by the reaction of poly(4-vinylbenzoyl azide) with a photoreactive alcohol. The polymers obtained by both routes were examined regarding their photoreaction products and kinetics in solution as well as in thin polymer films. Contact angle measurements of water on the polymer films before and after irradiation showed dramatic changes in the hydrophilicity of the polymers.

Pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives and their pharmaceutical use

Described herein are pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives represented by the following formula (I): STR1 wherein R 1 and R 2 individually mean a hydrogen atom or a lower alkyl group, R 3 denotes an azabicyclo group containing a tertiary nitrogen atom, and Y stands for --O-- or --NH--, or salts thereof. Their preparation process and serotonin receptor antagonists containing them as active ingredients are also described.

Aminations with O-Diphenylphosphinylhydroxylamine. A Critical Evaluation

A critical evaluation is presented of the scope of amination reactions with O-diphenylphosphinylhydroxylamine (ODPH) as compared to those using hydroxylamine-O-sulfonic acid (HOSA).Aminations with ODPH of isopropyl, t-butyl and cyclohexyl carbanions derived from the corresponding Grignard reagents, gave the corresponding amines in 36, 34 and 50 percent yields, respectively.The amination with HOSA of the same carbanions under similar conditions was unsuccessful.The aminative quaternization of the tertiary nitrogen of pyridine and quinoline with ODPH proceeded with comparable yields to those obtained with HOSA.An improved one flask amination with ODPH of indole, skatole and carbazole was achieved in 52 - 62 percent yields.The amination under the same conditions using HOSA gave consistently lower yields.Several other amination reactions which have been reported for HOSA were unsuccessful using ODPH.The conclusion is reached that overall the ODPH reagent is much less versatile than HOSA.Nevertheless, in the aminations of NH groups of heterocyclic compounds ODPH appears to be superior to HOSA and is the reagent of choice, in particular, since the preparation of ODPH is much less harzardous than that of HOSA. - Keywords: Synthesis, O-Diphenylphosphinylhydroxylamine, Hydroxylamine-O-sulfonic Acid, N-Amino Derivatives, N-Amino Heterocyclic Compounds