Production Method 1

5326-23-8

885229-37-8

Reaction Conditions

1.1 Catalysts: Sulfuric acid ;  cooled; 4 h, reflux
1.2 Reagents: Ammonium hydroxide Solvents: Water ;  pH 9 - 10
1.3 Reagents: Sodium hydride Solvents: Ethyl acetate ;  3 h, reflux; reflux → 0 °C
1.4 Reagents: Hydrochloric acid Solvents: Ethanol ,  Water ;  0 °C; 2 h, reflux
1.5 Reagents: Sodium hydroxide Solvents: Water ;  pH 10, 5 °C

Reference

Synthesis and herbicidal activity of 2-cyano-3-(2-substituted phenoxypyridin-5-yl)amino acrylates containing substituted phenoxyl group

Wang, Xin; et al, Youji Huaxue, 2015, 35(1), 92-99

1-(6-Ethoxypyridin-3-yl)ethanone Raw materials

• 6-chloropyridine-3-carboxylic acid

1-(6-Ethoxypyridin-3-yl)ethanone Preparation Products

• 1-(6-Ethoxypyridin-3-yl)ethanone (885229-37-8)

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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Ketones
• Solvents and Organic Chemicals Organic Compounds

Comprehensive Overview of 1-(6-Ethoxypyridin-3-yl)ethanone (CAS No. 885229-37-8): Properties, Applications, and Industry Insights

1-(6-Ethoxypyridin-3-yl)ethanone, with the CAS number 885229-37-8, is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This pyridine derivative is characterized by its unique molecular structure, combining an ethoxy group and an acetyl moiety on a pyridine ring. Its chemical formula C9H11NO2 and molecular weight of 165.19 g/mol make it a versatile intermediate in synthetic chemistry. Researchers frequently search for terms like "1-(6-Ethoxypyridin-3-yl)ethanone synthesis", "CAS 885229-37-8 applications", and "pyridine ketone derivatives", reflecting its growing relevance in modern chemistry.

The compound's physicochemical properties include a melting point range of 45-50°C and moderate solubility in polar organic solvents like ethanol and acetone. Its boiling point (approximately 280°C at 760 mmHg) and logP value of 1.32 suggest balanced lipophilicity, making it particularly useful in drug design. Recent studies highlight its potential as a building block for heterocyclic compounds, with applications ranging from pharmaceutical intermediates to flavor and fragrance development. The surge in searches for "green chemistry approaches for pyridine derivatives" aligns with industry demands for sustainable synthesis methods for compounds like 1-(6-Ethoxypyridin-3-yl)ethanone.

In pharmaceutical applications, this compound serves as a precursor for biologically active molecules, particularly those targeting neurological and metabolic disorders. Its structural features enable hydrogen bonding and π-π stacking interactions, crucial for drug-receptor binding. The rise of AI-assisted drug discovery has increased interest in such small molecule scaffolds, with researchers frequently querying "pyridine-based drug candidates 2024" and "structure-activity relationship of ethoxypyridine derivatives". Analytical techniques like HPLC (typically >98% purity) and GC-MS are essential for quality control during its production.

The agrochemical sector utilizes 1-(6-Ethoxypyridin-3-yl)ethanone in developing novel crop protection agents. Its ethoxy group enhances bioavailability in plant systems, while the ketone functionality allows further chemical modifications. With increasing global focus on sustainable agriculture, searches for "eco-friendly pesticide intermediates" and "pyridine compounds in agrochemistry" have risen sharply. Regulatory compliance remains paramount, with manufacturers adhering to REACH and other international standards for chemical safety assessment.

From a commercial perspective, the market for pyridine derivatives like CAS 885229-37-8 is projected to grow at 6.2% CAGR (2024-2030), driven by demand from Asia-Pacific pharmaceutical hubs. Industry professionals often search for "bulk suppliers of 1-(6-Ethoxypyridin-3-yl)ethanone" and "technical specifications for pyridine ketones". Storage recommendations typically include ambient temperature in tightly sealed containers, with stability data showing no significant degradation under proper conditions. The compound's spectral data (IR, NMR) serves as important reference material for quality verification.

Emerging research explores this compound's potential in material science, particularly as a precursor for organic electronic materials. The conjugated system in its structure shows promise for charge transport applications, aligning with searches for "pyridine-based semiconductors" and "small molecule organic electronics". Environmental fate studies indicate moderate biodegradability, with hydrolysis being the primary degradation pathway under aqueous conditions. These findings address growing concerns about chemical sustainability in industrial applications.

Analytical challenges associated with 1-(6-Ethoxypyridin-3-yl)ethanone include achieving optimal chromatographic separation from similar compounds, a topic frequently searched as "HPLC method development for pyridine derivatives". Advanced techniques like LC-MS/MS provide sensitive detection limits (typically 0.1 ppm) for trace analysis. The compound's crystallographic data has been characterized through X-ray diffraction studies, revealing important molecular packing information valuable for formulation scientists.

Future prospects for CAS 885229-37-8 include exploration in catalysis and asymmetric synthesis, with particular interest in its chiral derivatives. The scientific community's focus on "structure-property relationships" and "computational modeling of pyridine systems" reflects the compound's evolving applications. Continuous process optimization aims to improve atom economy in its synthesis, responding to industry demands for cost-effective production methods. These developments position 1-(6-Ethoxypyridin-3-yl)ethanone as a compound of enduring significance in specialty chemistry.

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