42945-78-8

Basic information

• Product Name: Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)-
• Synonyms: Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)-;2-(4-methoxyphenyl)-1-(4-morpholinyl)Ethanethione
• CAS NO: 42945-78-8
• Molecular Formula: C₁₃H₁₇NO₂S
• Molecular Weight: 251.34458
• Mol File: 42945-78-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 168-170 °C(Solv: ethanol (64-17-5))
• Boiling Point: 389.4°C at 760 mmHg
• Flash Point: 189.3°C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 2.86E-06mmHg at 25°C
• Refractive Index: 1.585
• PKA: 1.28±0.20(Predicted)
• CAS DataBase Reference: Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)-(42945-78-8)
• EPA Substance Registry System: Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)-(42945-78-8)

Safety Data

• Hazardous Substances Data: 42945-78-8(Hazardous Substances Data)

Usage

General Description

Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)- is a compound that falls under the category of thioethers. It consists of a sulfur atom bonded to two carbon atoms, with a 4-methoxyphenyl group and a 4-morpholinyl group attached to the carbon atoms. Thioethers are known for their unique odor, and in the case of this compound, it is likely to possess a characteristic scent due to the presence of the methoxyphenyl and morpholinyl groups. Ethanethione, 2-(4-Methoxyphenyl)-1-(4-Morpholinyl)- may be used in various chemical reactions or as a building block in the synthesis of more complex organic molecules.

InChI:InChI=1/C13H17NO2S/c1-15-12-4-2-11(3-5-12)10-13(17)14-6-8-16-9-7-14/h2-5H,6-10H2,1H3

Upstream product

• 110-91-8 morpholine 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 717-14-6 4-methoxyacetophenone semicarbazone 

Downstream Products

• 1393898-14-0 4-(4-methoxyphenyl)-5-(morpholin-4-yl)-3-phenylthiophen-2(3H)-one 
• 13130-21-7 3-(2-hydroxyphenyl)-2H-chromen-2-one 
• 104-01-8 4-Methoxyphenylacetic acid 
• 99931-94-9 2-(4-methoxyphenyl)-1-morpholinoethan-1-one 
• 781654-24-8 (4-hydroxyphenyl)thioacetomorpholide 
• 99378-53-7 4-[2-(4-Methoxy-phenyl)-1-(4-nitro-benzylsulfanyl)-ethylidene]-morpholin-4-ium; bromide 
• 113769-78-1 2-(4-methoxyphenyl)-3H-benzo[f]chromen-3-one 
• 126572-92-7 4-[(E)-2-(4-Methoxy-phenyl)-1-(2-nitro-phenyldisulfanyl)-2-(2-nitro-phenylsulfanyl)-vinyl]-morpholine 
• 59276-88-9 8-methoxy-3-(4-methoxyphenyl)-2H-chromen-2-one 
• 23000-33-1 3-(4-methoxyphenyl)coumarin 
• 113769-77-0 3-(4-methoxyphenyl)-6-methyl-2H-chromen-2-one 
• 5866-47-7 4-[3-(4-methoxy-phenyl)-4-phenyl-thiophen-2-yl]-morpholine 
• 100372-92-7 1-(4-methoxyphenyl)-2-morpholino-2-thioxo-1-ethanone 
• 476005-57-9 methyl 2-[(Z)-4-(4-methoxyphenyl)-5-morpholino-3-oxo-2,3-dihydrothiophen-2-ylidene]acetate 

Relevant articles and documents

Base catalysis in the Willgerodt-Kindler reaction

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Sulfated tungstate: A green catalyst for synthesis of thiomorpholides via Willgerodt-Kindler reaction

Use of sulfated tungstate as an efficient, green and reusable catalyst for preparation of thiomorpholides via Willgerodt-Kindler reaction pathway is presented. The reaction proceeds under solvent free condition. The advantages of this method are high yiel

Silica-supported fluoroboric acid (HBF4-SiO2) catalyzed highly productive synthesis of thiomorpholides as activators of l-asparaginase as well as the antioxidant agent

An efficient solvent-free procedure for the synthesis of thiomorpholides in the presence of a catalytic amount of solid-supported fluoroboric acid (HBF4-SiO2) is described. The advantages of this method are high yields, short reaction times, ease of product isolation, low cost, and the catalyst can be recycled for a number of times without significant loss of activity. Three thiomorpholides possessing electron-donating group (4c, 4g, and 4h) were exhibiting excellent stimulatory activities against Erwinia carotovora l-asparaginase. The most potent activator, compound 4h displayed the following kinetic parameters, Km = 75 μM and Vmax = 1000 μmol mg-1 min-1 and KA = 0.985 μM. Furthermore, these compounds (4g, 4h, 4c, 4f, 4a, and 4d) have also shown promising 2,2′-diphenyl-1-picrylhydrazyl (DPPH) reducing antioxidant activity (21-36%) at 1 mM concentration as compared to standard butylated hydroxyl anisole (72% at 1 mM).

Extension of the Willgerodt-Kindler reaction: Protected carbonyl compounds as efficient substrates for this reaction

Nitrogen derivatives of carbonyl compounds such as oximes, hydrazones, and semicarbazones were found to be excellent candidates for the Willgerodt-Kindler reaction. They can be used directly in a solvent-free reaction, under both classical and microwave conditions, to give the corresponding thiomorpholides in good yields.