33399-46-1

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Ethoxypyridine is used as a building block for the synthesis of pharmaceuticals, contributing to the development of new drugs due to its chemical properties and reactivity.
Used in Agrochemical Production:
4-ETHOXYPYRIDINE is also utilized in the production of agrochemicals, specifically as a precursor in the synthesis of pesticides and fungicides, enhancing crop protection and yield.
Used as a Solvent:
4-Ethoxypyridine is employed as a solvent in various chemical processes, facilitating reactions and improving the efficiency of synthesis procedures.
Used as a Reagent in Organic Synthesis:
In organic synthesis, 4-Ethoxypyridine serves as a reagent, participating in a range of chemical reactions to produce desired organic compounds.
Used in Chemical Research:
Due to its unique properties, 4-Ethoxypyridine is used in research settings to explore new chemical reactions and investigate its potential applications in various fields of chemistry.

InChI:InChI=1/C7H9NO/c1-2-9-7-3-5-8-6-4-7/h3-6H,2H2,1H3

Upstream product

• 1122-61-8 4-nitropyridine 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 1124-33-0 4-nitraminopyridine N-oxide 
• 1117-96-0 Diazoethan 
• 626-64-2 pyridin-4-ol 
• 22581-72-2 4-methylthiopyridine 
• 504-24-5 4-aminopyridine 
• 626-61-9 4-Chloropyridine 
• 694-59-7 pyridine N-oxide 
• 16705-92-3 4-<(ethoxymethylene)amino>pyridine 
• 80781-10-8 4-(4-tosyl-1H-imidazol-1-yl)pyridine 
• 21948-76-5 (+/-)-4-(methylsulfinyl)pyridine 
• 57761-77-0 4-(5-phenyl-tetrazol-1-yl)-pyridine 

Downstream Products

• 1796-84-5 4-ethoxy-3-nitropyridine 
• 626-64-2 pyridin-4-ol 
• 1633-43-8 4-ethoxypyridin-3-ylamine 
• 767333-76-6 4-ethoxy-3,5-diiodopyridine 

Relevant academic research and scientific papers

2-Amino-1,3,5-triazine chemistry: hydrogen-bond networks, Takemoto thiourea catalyst analogs, and olfactory mapping of a sweet-smelling triazine

Abstract The chemistry of 4,6-dialkyl-2-amino-1,3,5-triazines with bulky alkyl substituents was investigated and their use as building blocks for preparing chiral thiourea organocatalysts explored. Reaction of ammonia with 4,6-di-tert-butyl-2-chloro-1,3,5-triazine gave 4,6-di-tert-butyl-1,3,5-triazin-2-amine which formed extended hydrogen-bond networks in the solid state according to X-ray crystallography. Selected heterocyclic amines were converted to isothiocyanates, and the latter reacted with (S,S)-2-(dimethylamino)cyclohexylamine to give enantiopure 1-hetaryl-3-[2-(dimethylamino)cyclohexyl]thioureas, with hetaryl representing either 4,6-dimethyl-1,3-diazin-2-yl, 4,6-diisopropyl-1,3,5-triazin-2-yl, or 4,6-di-tert-butyl-1,3,5-triazin-2-yl groups. These compounds are structural analogs of Takemotos's chiral thiourea organocatalysts (1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea) with an aza-aryl instead of the 3,5-bis(trifluoromethyl)phenyl group. They feature a strong intramolecular N-H to N-1 hydrogen bond, as shown by X-ray crystallography of 1-(4,6-di-tert-butyl-1,3,5-triazin-2-yl)-3-[2-(dimethylamino)cyclohexyl]thiourea in the solid state and by 1H NMR spectroscopy of all derivatives in CDCl3 solution, which prevents them from acting as bifunctional organocatalyst. In the reaction of 4,6-di-tert-butyl-2-chloro-1,3,5-triazine with ammonia, 4,6-di-tert-butyl-2-ethoxy-1,3,5-triazine was identified as side-product displaying a mildly sweet, floral odor that is unusual for a 1,3,5-triazine. Analogs (>35) of 4,6-di-tert-butyl-2-ethoxy-1,3,5-triazine were prepared to define the important structural factors of the olfactophore.

Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation

Heterocyclic aromatic amides having a hydroxy group adjacent to the amide functionality are useful as antifungal agents, particularly for plants.

Lewis acid activation of pyridines for nucleophilic aromatic substitution and conjugate addition

A clean, mild and sustainable method for the functionalization of pyridines and their analogues is reported. A zinc-based Lewis acid is used to activate pyridine and its analogues towards nucleophilic aromatic substitution, conjugate addition, and cyclization reactions by binding to the nitrogen on the pyridine ring and activating the pyridine ring core towards further functionalization.

Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation

A compound having the following formula: wherein R3and M are defined herein, and processes therewith.

Facile Reduction of Pyridines with Nickel-Aluminum Alloy

Nickel-aluminum alloy in dilute base can be used to reduce a variety of pyridines, quinolines, and isoquinoline to the corresponding piperidines, 1,2,3,4-tetrahydroquinolines, and 1,2,3,4-tetrahydroisoquinoline in good yield.The reaction is simple to perform, and high temperatures, high pressures, or hydrogen atmospheres are not required.The reaction is accelerated by substituents in the 2-position and by electron-withdrawing groups in the 3- and 4-positions while electron-supplying groups in the 3- and 4-positions retard the reaction.The major product isolated from the reduction of 2-phenylpyridine was 2-cyclohexylpiperidine hydrochloride.With isoniazid (1) and iproniazid (4) the pyridine ring is hydrogenated before the hydrazine is cleaved.

ipso-Substitution of a Sulphinyl or Sulphonyl Group Attached to Pyridine Rings and its Application for the Synthesis of Macrocycles

A sulphinyl or sulphonyl group directly bound to the 2- or 4-position of a pyridine ring was readily displaced by several nucleophiles such as RO-, RS-, and CN- to afford the corresponding ipso-substitution products.Similarly, 2-halogeno-6-methylsulphinyl- or -methylsulphonyl-pyridines also react with nuclephiles to afford 2-halogeno-6-substituted pyridine derivatives.Thus, the leaving abilities of the leaving groups fall in the order RSO2 > RSO > Br ca.Cl >> RS (R = alkyl or benzyl).The ipso-substitution can be applied to the synthesis of 2,6-disubstituted pyridino macrocycles containing both carbon-oxygen and carbon-sulphur bridges, resulting in several new macrocycles in moderate yields.

SELECTIVE IPSO-SUBSTITUTION IN PYRIDINE RING AND ITS APPLICATION FOR THE SYNTHESIS OF MACROCYCLES CONTAINING BOTH OXA- AND THIA-BRIDGES

Both the sulfinyl and sulfonyl groups directly bound to 2 or 4 position in pyridine were readily displaced by several nucleophiles such as RO(1-) and RS(1-) .The facility of the leaving groups is RSO2 = RSO > Br = Cl >> RS (R:alkyl or benzyl).The ipso-substitution could be applied for the synthesis of new type of 2,6-disubstituted macrocycles containing both carbon-oxygen and carbon-sulfur bridges in moderate yields.

Nucleophilic Displacement of Primary Amino Groups via 1-Substituted 4-Tosylimidazoles

Two methods are discribed for the replacement of primary amino groups, situated either α or γ to a heterocyclic nitrogen atom, by ethoxy, alkylthio, and arylthio substituents, by Wittig reagents, and by hydrogen.Both methods involve transformation of the primary amino group into a nucleofugic pendant heterocycle.The first converts the primary amino group into a 5-phenyl-1-tetrazolyl substituent by benzoylation, formation of the imidoyl chloride, and reaction with sodium azide, while the second converts the primary amino group into a 1-(4-tosylimidazolyl) substituent by reaction with triethyl orthoformate and acid to give the (ethoxymethylene)amino derivative, which is then condensed with tosylmethyl isocyanide (TosMIC) anion.The 1-(4-tosylimidazolyl) substituent is shown to be more susceptible to nucleophilic displacement by a wider range of nucleophiles.