5421-92-1

Usage

Chemical Properties

Light brown powder

InChI:InChI=1/C10H9N2.2ClH/c1-2-8-12(9-3-1)10-4-6-11-7-5-10;;/h1-9H;2*1H/q+1;;/p-1

Upstream product

• 110-86-1 pyridine 
• 7719-09-7 thionyl chloride 

Downstream Products

• 117862-04-1 4-ethoxythiocarbonylmercapto-1-methyl-pyridinium; methyl sulfate 
• 66154-65-2 4-(toluene-4-sulfonyl)-pyridine 
• 4783-83-9 4-nitrophenyl-4-pyridyl ether 
• 4783-59-9 4-p-tolyloxy-pyridine 
• 4783-84-0 4-(2-chloro-phenoxy)-pyridine 
• 69391-13-5 4-(pyridine-4-sulfonyl)-aniline 
• 35488-10-9 N-(4-methylphenyl)pyridin-4-amine 
• 35487-92-4 pyridin-4-yl-o-tolyl-amine 
• 22961-45-1 N-phenylpyridin-4-amine 
• 103860-42-0 2-[4]Pyridylamino-phenol 
• 86775-87-3 3-[4]Pyridylamino-phenol 
• 86775-86-2 (3-methoxy-phenyl)-[4]pyridyl-amine 
• 35215-28-2 N-butylpyridin-4-amine 
• 82564-31-6 4-[4]Pyridylamino-phenol 

Relevant academic research and scientific papers

Synthesis, crystal structure, and characterization of a novel coordinated polymer [Cu2I4(Nppch)2]

Solution reaction of CuI and KI in DMF/H2O with a solution of Nppch in CH3OH/H2O gave rise to a three-dimensional (3D) supramolecular compound based on a binuclear [Cu2I 4(Nppch)2] unit (Nppch = N-(4-pyridyl) pyridinium chloride hydrochloride). The crystal structural analysis indicated that the complex crystallized in a monoclinic space group, P2(1)/n, a = 9.6821(19) A, b = 11.414(2) A, c = 12.096(2) A, β = 103.17(3)°, V = 1301.6(4) A3, Z = 2. The complex possessed a novel three-dimensional supramolecular framework formed by hydrogen bonds among repeating [Cu 2I4(Nppch)2] binuclear units. The compound was further characterized with infrared (IR) spectra, ultraviolet spectral properties, thermal analysis, and fluorescence properties. Copyright Taylor & Francis Group, LLC.

Deaminative chlorination of aminoheterocycles

Selective modification of heteroatom-containing aromatic structures is in high demand as it permits rapid evaluation of molecular complexity in advanced intermediates. Inspired by the selectivity of deaminases in nature, herein we present a simple methodology that enables the NH2 groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp2)?NH2 can be converted into C(sp2)?Cl bonds. The method is characterized by its wide functional group tolerance and substrate scope, allowing the modification of >20 different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH2 into Cl in a late-stage fashion enables practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents. [Figure not available: see fulltext.]

Use of the graebe-ullmann reaction in the synthesis of 8-methyl-γ- carboline and isomeric aromatic aza-γ-carbolines

Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-γ-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-γ- carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.

Process for producing 4-dimethyl amino pyridine (4-DMAP)

An improved process for producing 4-dimethyl amino pyridine is provided. The process comprises quaternizing pyridine with a suitable quaternizing agent in the presence of organic solvent, isolating the resulting salt and aminating the salt, N-[4-pyridyl] pyridinium chloride hydrochloride, with N,N-dimethyl formamide. The resultant reaction mass is hydrolysed in the presence of a base, extracted with an aromatic solvent and distilled under vacuum to produce 4-dimethyl amino pyridine.

Process for producing 4-dimethyl amino pyridine (4-DMAP)

An improved process for producing 4-dimethyl amino pyridine is provided. The process comprises quaternizing pyridine with a suitable quaternizing agent in the presence of organic solvent, isolating the resulting salt and aminating the salt, N- [4-pyridyl] pyridinium chloride hydrochloride, with N, N-dimethyl formamide. The resultant reaction mass is hydrolysed in the presence of a base, extracted with a suitable organic solvent and distilled under vacuum to produce 4-dimethyl amino pyridine.

Synthesis of Dipyridyl Sulfides from Pyridyl-Pyridinium Halides

Reactions of pyridyl-pyridinium halides with thiolpyridines and thiourea were investigated.New dipyridyl sulfides were obtained by this method. - Keywords: Di-(4-pyridyl)-sulfides; Pyridyl-pyridinium chlorides; Thiolpyridines; Thiourea