4105-21-9

Basic information

• Product Name: 2-PHENYL-IMIDAZO[1,2-A]PYRIDINE
• Synonyms: 2-PHENYL-IMIDAZO[1,2-A]PYRIDINE;BUTTPARK 7\05-94;Imidazo[1,2-a]pyridine,2-phenyl-,hydrobromide;2-Phenyl-1-azaindolizine;IMidazo[1,2-a]pyridine, 2-phenyl-
• CAS NO: 4105-21-9
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.23
• Mol File: 4105-21-9.mol
• Article Data: 184

Chemical Properties

• Melting Point: 135.5 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.13g/cm³
• Refractive Index: 1.638
• Storage Temp.: 2-8°C
• PKA: 6.68±0.30(Predicted)
• CAS DataBase Reference: 2-PHENYL-IMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-IMIDAZO[1,2-A]PYRIDINE(4105-21-9)
• EPA Substance Registry System: 2-PHENYL-IMIDAZO[1,2-A]PYRIDINE(4105-21-9)

Safety Data

• Hazardous Substances Data: 4105-21-9(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the indolizine from EtOH, *benzene/pet ether, hexane (m 135-136o) or cyclohexane (m 136-137o). The hydrochloride 2H2O has (m 114-116o,from H2O), and the picrate has m 228-229o (from AcOH) and 236-238o (from Me2CO). [Adams & Dix J Am Chem Soc 80 4618 1958, Beilstein 23 III/IV 1705.]

InChI:InChI=1/C13H10N2/c1-2-6-11(7-3-1)12-10-15-9-5-4-8-13(15)14-12/h1-10H

Upstream product

• 6273-90-1 N-phenacyl-2-chloropyridinium bromide 
• 7664-41-7 ammonia 
• 68-12-2 N,N-dimethyl-formamide 
• 16883-69-5 N-phenacylpyridinium bromide 
• 504-29-0 2-aminopyridine 
• 7436-90-0 2,2-dibromostyrene 
• 110-86-1 pyridine 
• 70-11-1 α-bromoacetophenone 
• 81745-44-0 benzohydroximoyl chloride 
• 120810-61-9 (E)-N-(1-phenylethylidene)pyridin-2-amine 
• 35251-31-1 N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine 
• 120810-61-9 2-((α-methylbenzylidene)amino)pyridine 
• 100-41-4 ethylbenzene 
• 24154-16-3 α,α‐dibromoethybenzene 

Downstream Products

• 4044-95-5 2-Phenyl-3-bromoimidazo<1,2-a>pyridine 
• 3672-37-5 3-nitroso-2-phenylimidazo<1,2-a>pyridine 
• 3323-03-3 4-((2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)morpholine 
• 63751-68-8 (5-nitro-furan-2-yl)-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-methanol 
• 62472-26-8 3-(5-nitro-furan-2-yl)-1-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-propenone 
• 13622-74-7 2-phenyl-3-phenylazo-imidazo[1,2-a]pyridine 
• 76458-75-8 (2-Phenyl-imidazo[1,2-a]pyridin-3-yl)-p-tolyl-diazene 
• 13542-13-7 3-(4-methoxy-phenylazo)-2-phenyl-imidazo[1,2-a]pyridine 
• 74944-13-1 2,2,2-trichloro-1-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-ethanol 
• 67292-98-2 3-nitro-2-phenylimidazo<1,2-a>pyridine 
• 64413-91-8 2-phenyl-3-chloroimidazo<1,2-a>pyridine 
• 3999-29-9 2-phenylimidazo[1,2-a]pyridin-3-amine 
• 64413-90-7 3-iodo-2-phenylimidazo[1,2-α]pyridine 
• 365213-40-7 N,N-dimethyl-1-(2-phenylimidazo[1,2-a]pyridin-3-yl)methanamine 

Relevant articles and documents

Synthesis and Optical Properties of Push–Push–Pull Chromophores Based on Imidazo[5,1,2-cd]indolizines and Naphtho[1′,2′:4,5]imidazo[1,2-a]pyridines

Four series of new push–push–pull chromophores based on two types of heterocyclic cores, namely imidazo[5,1,2-cd]indolizines and naphtho[1′,2′:4,5]imidazo[1,2-a]pyridines, and two types of linear π spacers, namely diphenylacetylene and biphenyl, were prep

Hetarenes with a bridge nitrogen atom. 6. Ambident properties of the oxazolo[3,2-a]pyridinium nucleus in reactions with nucleophiles: Prediction and experiment

We have studied the problem of ambident opening of five-membered and six-membered rings of the heteroaromatic oxazolo[3,2-a]pyridinium cation. A quantum chemical SINDO1 calculation of the energies of isomeric adducts of this cation with nucleophiles predi

Diversity-oriented synthesis toward aryl- And phosphoryl-functionalized imidazo[1,2-a]pyridines

We report herein an efficient synthesis of diversely polysubstituted imidazo[1,2-a]pyridines, a family of aza-heterocycles endowed with numerous biological properties, through a sequence involving two consecutive palladium-catalyzed cross-coupling reactions. First, we demonstrated that a Hirao coupling occurred straightforwardly in high yields at positions 3, 5, and 6 of imidazopyridine derivatives, giving access to a wide variety of substituted phosphonates, phosphinates, and phosphine oxides. In a second step, direct CH-arylation of phosphorylimidazopyridines with aryl halides was found to be effective and fully selective, leading to 3-aryl-substituted imidazopyridines in moderate to high yields depending on steric hindrance.

Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry

The present work describes the solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines in excellent to nearly quantitative yields from 2-aminopyridines and a wide variety of ω-bromomethylketones using a grindstone procedure at 25°C to 30°C for 3 to

Palladium(ii) catalyzed site-selective C-H olefination of imidazo[1,2-: A] pyridines

Herein, we disclose an efficient Pd(ii)-catalyzed site selective C8 alkenylation of imidazo[1,2-a]pyridines with electronically biased olefinic substrates. Notably, besides the presence of four C-H sites available, selective mono-alkenylation was achieved