27353-36-2

Usage

Uses

Used in Pharmaceutical Industry:
4,4'-Dichloro-3,3'-dipyridine is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and functional groups make it a valuable component in the development of new drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4,4'-dichloro-3,3'-dipyridine is utilized as a precursor in the preparation of various agrochemicals, including pesticides and herbicides. Its potential as an antifungal and antibacterial agent contributes to the development of effective solutions for crop protection and disease management.
Used in Organic Synthesis:
4,4'-Dichloro-3,3'-dipyridine serves as a versatile building block in organic synthesis, enabling the creation of a wide range of heterocyclic compounds with diverse chemical properties and potential applications in various fields.
Used in Biological and Pharmacological Research:
4,4'-dichloro-3,3'-dipyridine's potential biological and pharmacological activities, such as its antifungal and antibacterial properties, make 4,4'-dichloro-3,3'-dipyridine a valuable subject of study in research aimed at discovering new therapeutic agents and understanding their mechanisms of action.

Upstream product

• 97048-90-3 1,1'-dioxo-4,4'-dichloro-3,3'-bipyridine 
• 77200-34-1 4,4'-dinitro-3,3'-bipyridine-N,N'-dioxide 
• 77200-35-2 <3,3'-bipyridine>-4,4'-diamine 
• 157425-54-2 5-acetyl-4-bromo-1H-pyrrole-2-carboxylic acid methyl ester 
• 206115-40-4 4-chloro-3-(tributylstannanyl)pyridine 
• 1678-49-5 3-Bromo-4-nitropyridine N-oxide 

Relevant academic research and scientific papers

Synthesis of duocarmycin SA by way of methyl 4-(Methoxycarbonyl)oxy-3H- pyrrolo[3,2-f]quinoline-2-carboxylate as a tricyclic heteroaromatic intermediate

Formal syntheses of (±)-duocarmycin SA, natural (+)-duocarmycin SA and unnatural (-)-duocarmycin SA were accomplished by way of a tricyclic heteroaromatic compound 10b. For the preparation of 10, an N-oxide route aiming at a process 20 in Chart 3 was first investigated by synthesizing 19, derived from Stille coupling products 13 between bromopyrrole 7a and 3- (tributylstannyl)pyridines 12, but without success. As the second approach, Stille coupling products 9a-c were prepared by condensation between 7a and 2- substituted 3-(trialkylstannyl)pyridines 8a-f. Both 9b and 35, derived from 9c, were converted to their silyl enol ethers and then subjected to a palladium-catalyzed methyl ketone-arylation reaction in the presence of tributyltin fluoride and lithium chloride, affording 10a and 10b in excellent yields, especially from 35. Application to 10b of three successive operations, i.e., i) partial reduction of 10b to dihydropyridine derivatives 11a and 11b, ii) dihydroxylation of the double bonds formed to give 58 and 59, and iii) reductive elimination of the hydroxy groups adjacent to the nitrogen function and the aromatic ring, afforded 6 in fairly good yield. Compound 6 was readily converted to relay compounds 64 and 67, completing total syntheses of (±)-, (+)-, and (-)-duocarmycin SA. Both Sharpless asymmetric dihydroxylation (AD) and Jacobsen's asymmetric epoxidation were applied to 11a and 11b. At the best, 81% ee was observed in the AD reaction of 11a using 2,5-diphenyl-4,6-bis(9-O-dihydroquinyl)pyrimidine [(DHQ)2PYR], but the resulting 58 possessed an unnatural absolute configuration.

Titanium(0) Reagents; 2. A Selective and Efficient Deoxygenation of Halogen Containing Heteroaromatic N-Oxides

Following successful reductions of unfunctionalized heteroaromatic N-oxides by titanium(0), we applied this method to halogenated aromatic N-oxides to give the deoxygenated halogeno derivatives in 90-95percent yield.

BIPYRIDINES. PART XVII. A CONVENIENT SYNTHESIS OF SOME BIPYRIDINEDIOLS AND FURODIPYRIDINES

A convenient method of synthesizing some bipyridinediols and furodipyridines based on diazotization of corresponding diamines in H2SO4 has been described.

Bipyridines. Part XV. A Novel Convenient Synthesis of Some 3,3'-Bipyridine Derivatives

A new, convenient synthesis of 2,2'-dinitro-(10), 4,4'-dinitro-(11), 1,1'-dioxo-4,4'-dinitro- (12) and 2,2'-dioxo- (13) -3,3'-bipyridines by aplication of the Ullmann reaction is reported.The possibility of the nitro-groups substitution by such nucleophil