2457-47-8 Usage
Description
3,5-Dichloropyridine, with the CAS number 2457-47-8, is an organic compound characterized by its white to yellow powdery appearance. It is a derivative of pyridine, a basic nitrogen-containing structure, with two chlorine atoms substituted at the 3rd and 5th positions. 3,5-Dichloropyridine is known for its reactivity and utility in various chemical processes and applications.
Uses
Used in Organic Synthesis:
3,5-Dichloropyridine is used as a key intermediate in the synthesis of various organic compounds. Its presence allows for further functionalization and the creation of a wide range of molecules with different properties and applications. The chlorine atoms in the molecule can be replaced or modified, making it a versatile building block for organic chemists.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-Dichloropyridine is used as a starting material for the development of new drugs. Its unique structure and reactivity enable the creation of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Chemical Research:
3,5-Dichloropyridine is also utilized in academic and industrial research settings to study the properties and reactions of chlorinated heterocycles. Understanding the behavior of such compounds can lead to the discovery of new chemical reactions and the development of innovative synthetic methods.
Used in Agrochemicals:
In the agrochemical sector, 3,5-Dichloropyridine can be employed as a precursor for the synthesis of various pesticides and herbicides. Its chemical properties make it suitable for the development of compounds that can effectively control pests and weeds in agriculture.
Used in Dye and Pigment Industry:
The compound can also be used in the dye and pigment industry for the production of colorants with specific properties. The chlorine atoms in 3,5-Dichloropyridine can be involved in the formation of colored compounds, making it a valuable component in the synthesis of dyes and pigments.
Purification Methods
Crystallise 3,5-dichloropyridine from EtOH, or distil it. [den Hertog et al. Recl Trav Chim, Pays Bas 69 685 1950, Beilstein 20 H 23, 20 III/IV 2502, 20 V 417.]
Check Digit Verification of cas no
The CAS Registry Mumber 2457-47-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,5 and 7 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2457-47:
(6*2)+(5*4)+(4*5)+(3*7)+(2*4)+(1*7)=88
88 % 10 = 8
So 2457-47-8 is a valid CAS Registry Number.
InChI:InChI=1/C25H13NO4/c1-3-7-16-11-20-18(9-14(16)5-1)27-22-13-23-25(26-24(22)29-20)30-21-12-17-8-4-2-6-15(17)10-19(21)28-23/h1-13H
2457-47-8Relevant articles and documents
Molybdenum-Catalyzed Deoxygenation of Heteroaromatic N-Oxides and Hydroxides using Pinacol as Reducing Agent
Rubio-Presa, Rubén,Fernández-Rodríguez, Manuel A.,Pedrosa, María R.,Arnáiz, Francisco J.,Sanz, Roberto
supporting information, p. 1752 - 1757 (2017/05/22)
A molybdenum-catalyzed deoxygenation of pyridine N-oxides and N-hydroxybenzotriazoles, as well as other azole N-oxides, has been developed using pinacol as an environmentally friendly oxo-acceptor. The only by-products are acetone and water making the process a convenient alternative to established protocols in terms of waste generation. The reaction is highly chemoselective and a variety of functional groups are tolerated. The processes are usually very clean allowing the isolation of the pure deoxygenated products after a simple extraction in most cases. (Figure presented.).
3,5-Dichloro-4-pyridinecarbonitrile: A multisite substrate for carbon nucleophiles
Picci, Nevio,Pocci, Marco,Gugliuzza, Annarosa,Puoci, Francesco,De Munno, Angela,Iemma, Francesca,Bertini, Vincenzo
, p. 2075 - 2084 (2007/10/03)
The reactivity of 3,5-dichloro-4-pyridinecarbonitrile (1) towards lithium or magnesium organometallic reagent is described. Conditions for substitution of cyano with alkyl or phenyl group, alkylation at the position 2 with removal of the 5-positioned chlorine, and formation of methyl or phenyl dichloropyridyl imines are reported. The obtained 4-alkyl-3,5-dichloropyridines can undergo a further alkylation at the position 2. The 3,5-dichloro-4-pyridyl residue is shown to be a good leaving group in form of anion yielding 3,5-dichloropyridine either from 1 or 3,5-dichloro-4-pyridinecarboxaldehyde.
A practical synthesis of a COX-2-specific inhibitor
Davies,Marcoux,Corley,Journet,Cai,Palucki,Wu,Larsen,Rossen,Pye,DiMichele,Dormer,Reider
, p. 8415 - 8420 (2007/10/03)
A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.