3672-37-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Nitroso-2-phenyl-imidazo[1,2-a]pyridine is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure with phenyl and nitroso substitutions provides a versatile platform for the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 3-Nitroso-2-phenyl-imidazo[1,2-a]pyridine serves as a valuable compound for studying the properties and reactivity of imidazopyridine derivatives. Its synthesis and functionalization can provide insights into the design and development of novel heterocyclic compounds with diverse applications.
Used in Material Science:
3-Nitroso-2-phenyl-imidazo[1,2-a]pyridine may also find applications in material science, particularly in the development of new materials with specific optical, electronic, or magnetic properties. 3-Nitroso-2-phenyl-imidazo[1,2-a]pyridine's structural features can be exploited to create novel materials with tailored characteristics for various technological applications.

InChI:InChI=1/C13H9N3O/c17-15-13-12(10-6-2-1-3-7-10)14-11-8-4-5-9-16(11)13/h1-9H

Upstream product

• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 504-29-0 2-aminopyridine 
• 4937-87-5 N-hydroxy-2-oxo-2-phenylethanimidoyl chloride 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 

Downstream Products

• 4044-95-5 2-Phenyl-3-bromoimidazo<1,2-a>pyridine 
• 3999-29-9 2-phenylimidazo[1,2-a]pyridin-3-amine 
• 82093-41-2 N-(2-pyridyl)benzimidoyl cyanide 
• 82093-41-2 (Z)-N-(pyridin-2-yl)benzimidoyl cyanide 

Relevant academic research and scientific papers

Difluorinative-hydroxylation and C-3 functionalization (halogenation/SCN/NO) of imidazopyridine using Selectfluor as fluorine source or oxidant respectively

An efficient route for the difluorinative-hydroxylation through dearomative difunctionalization of imidazopyridine using Selectfluor as fluorine source has been developed in an aqueous medium. The reaction proceeds through ionic followed by radical pathwa

Design and Synthesis of Imidazo[1,2-a]pyridines with Carboxamide Group Substitution and In silico Evaluation of their Interaction with a LuxR-type Quorum Sensing Receptor

Quorum sensing, an important process of bacterial communication, is involved in the development of complex behavior and expression of virulence factors that become important due to its key role in infection process. In this manuscript, docking studies wer

Green procedure for highly efficient, rapid synthesis of imidazo[1,2-a]pyridine and its late stage functionalization

We unfold a rapid synthetic protocol for the preparation of imidazo[1,2-a]pyridine in cyclohexane. This methodology includes several advantages like shorter reaction time, catalyst free, broader substrate scope, and good yields of the desired products. La

NaNO2/I2-Mediated Regioselective Synthesis of Nitrosoimidazoheterocycles from Acetophenones by a Domino Process

A regioselective synthesis of nitrosoimidazoheterocycles from the reaction of 2-aminopyridines and acetophenones in the presence of NaNO2and I2is described. The reaction is suggested to proceed by a domino process involving sequentia

Catalyst-Free Regioselective C-3 Nitrosation of Imidazopyridines with tert -Butyl Nitrite under Neutral Conditions

We have successfully developed a novel and efficient catalyst-free method for the synthesis of 3-nitroso-substituted imidazopyridines, from readily available imidazo[1,2-a]pyridines and tert-butyl nitrite, in good to excellent yields. Importantly, the use

Regioselective synthesis of nitrosoimidazoheterocycles using tert-butyl nitrite

A simple and practical method has been developed for the regioselective nitrosylation of imidazopyridines via C(sp2)-H bond functionalization using tert-butyl nitrite under mild reaction conditions in a short time. A library of 3-nitrosoimidazo

Influence of the 2-aryl group on the ipso electrophilic substitution process of 2-arylimidazo[1,2-a]pyridines

A systematic study of electrophilic substitution reactions of 3-nitroso-2-arylimidazo[1,2-a]pyridine confirmed that the nitroso group may be ipso-substituted by bromine (NBS in DMF) and that bromine in turn may be substituted by the nitroso group. Electro

Synthesis and antibacterial activity of some imidazo[1,2-a[pyrimidine derivatives

A series of 75 imidazo[1,2-a]pyrimidine derivatives were synthesized. The 'in vitro' antibacterial activity of these compounds and their corresponding α-bromoketones against a variety of gram (+), gram (-) bacteria and Mycobacterium species is reported. Some of the prepared derivatives exhibited potent antimicrobial activity.

Influence of Phenacyl Moiety as a Quaternising Group in the Absorption of Dyes derived from Nitrosoazapyrrocoline and Quaternary Heterocyclic Compounds

The synthesis of 1-aza-3-nitroso-2-phenylpyrrocoline (1) has been described.The unusual absorption data of the dyes derived from the condensation of 1-aza-3-nitroso-2-phenylpyrrocoline and N-phenacyl-2-methyl- and N-phenacyl-2-amino-pyridine have been explained as arising out of cyclisation of product during the reaction.The influence of quaternising groups on the absorption the dyes synthesised from the nitrosoazapyrrocoline (1) has been discussed.

Convenient Synthesis of Fused Heterocycles from α-Ketohydroximoyl Chlorides and Heterocyclic Amines

Nitroso derivatives of imidazopyridine (11,13,14), imidazopyrimidine (15), imidazopyrazine (16), imidazopyrazole (17), and imidazo-1,2,4-triazole (19) were obtained in good yields from α-ketohydroximoyl chlorides 3 and 2-aminopyrazines (4-6), 2-aminopyrimidine (7), 2-aminopyrazine (8), 5-amino-3-phenylpyrazole (9), and 3-amino-2H-1,2,4-triazole (10), respectively.Under different conditions, the reaction of 3 with 3-amino-2H-1,2,4-triazole (10) and 2-aminopyrazine (8) afforded the noncyclized substitution products 18 and 22, respectively.The structures of the products were assigned and confirmed on the basis of their elemental analyses, spectral data, and alternate synthesis wherever possible.