14182-63-9

Usage

Uses

Used in Pharmaceutical Industry:
Ethanethione, 2-(4-Methylphenyl)-1-(4-Morpholinyl)is used as an antipsychotic agent for the treatment of schizophrenia and other psychotic disorders. It helps in managing moderate to severe symptoms of psychosis, including hallucinations, delusions, and disorganized thinking, by affecting the brain's neurotransmitters, particularly dopamine.
Used in Mental Health Care:
Ethanethione, 2-(4-Methylphenyl)-1-(4-Morpholinyl)is used as a therapeutic intervention for individuals suffering from psychotic disorders. It is prescribed under the guidance of healthcare professionals to ensure safe and effective use, with regular monitoring and dose adjustments as necessary to minimize side effects and enhance treatment outcomes.

InChI:InChI=1/C13H17NOS/c1-11-2-4-12(5-3-11)10-13(16)14-6-8-15-9-7-14/h2-5H,6-10H2,1H3

Upstream product

• 110-91-8 morpholine 
• 122-00-9 para-methylacetophenone 
• 5757-88-0 p-Methylacetophenone N,N-dimethylhydrazone 
• 220102-36-3 1-(4-methylphenyl)-2-morpholino-2-thioxo-1-ethanone 
• 1866-39-3 4-methylcinnamic acid 
• 622-97-9 1-ethenyl-4-methylbenzene 

Downstream Products

• 5866-46-6 4-(4-phenyl-3-p-tolyl-thiophen-2-yl)-morpholine 
• 111509-99-0 2-Cyano-3-(4-methylbenzyl)-3-morpholinoacrylonitrile 
• 99378-51-5 4-[1-(4-Nitro-benzylsulfanyl)-2-p-tolyl-ethylidene]-morpholin-4-ium; bromide 
• 99378-58-2 4-[5-(4-Nitro-phenyl)-3-p-tolyl-thiophen-2-yl]-morpholine 
• 99378-62-8 (Z)-4-Morpholin-4-yl-4-(4-nitro-benzylsulfanyl)-3-p-tolyl-but-3-en-2-one 
• 99378-60-6 4-[5-(4-Nitro-phenyl)-3-p-tolyl-4-trifluoromethyl-thiophen-2-yl]-morpholine 
• 220102-36-3 1-(4-methylphenyl)-2-morpholino-2-thioxo-1-ethanone 
• 1430835-45-2 C₁₈H₁₉NO₄S 
• 664321-61-3 C₂₃H₂₂N₂O₂S 
• 1417706-40-1 C₂₄H₂₅NO₃S 
• 1417706-37-6 C₂₃H₂₃NO₃S 
• 1393898-13-9 4-(4-methylphenyl)-5-(morpholin-4-yl)-3-phenylthiophen-2(3H)-one 
• 622-47-9 4-tolylacetic acid 

Relevant academic research and scientific papers

Willgerodt-kindler's microwave-enhanced synthesis of thioamide derivatives

The Willgerodt-Kindler reaction was applied to a series of aromatic aldehydes and ketones. The reactions were performed in a dipolar aprotic solvent (mainly DMF) in the presence of a base catalyst (4-methylmorpholine) and utilized microwave (mw) irradiation. The pulsed mw technique rather than the continuous irradiation was preferred because it limited side reactions and hydrogen sulfide production. While not always superior to the thermal activation of the reaction, the procedure involving repetitive short pulses of microwave irradiation was found to be faster and result in consistently cleaner products. The technique can be easily applied in a fast parallel synthesis process.

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.

The rapid synthesis of thiomorpholides by Willgerodt-Kindler reaction under microwave heating

The Willgerodt-Kindler reaction of several aryl alkyl ketones with sulfur and morpholine under solvent-free conditions was performed in a domestic microwave oven. Good yields were attained within a very short reaction time (between 3.5-6 min.).

Reactions of N,N-(dialkyl)arylthioacetamides with dialkyl acetylenedicarboxylates

2-(Alkoxycarbonylmethylidene)-4-aryl-5-(dialkylamino)thiophen-3(2H)-ones were synthesized by condensation of N,N-(dialkyl)arylthioacetamides with dialkyl acetylenedicarboxylates. Intermediate substituted vinylic sulfides were isolated. When heated or in t

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

Base-Controlled Three Component Reactions of Amines, Elemental Sulfur, and Styrenes: Synthesis of Thioamides under Metal-Free Conditions

Three component reactions of olefins, amines, and sulfur were studied. Thioamidation of styrenes is base-controlled, and 2-phenylethanethioamides and benzothioamides were obtained selectively in the presence of two different bases. This protocol offers a simple and efficient procedure for the synthesis of thioamides.

Rapid and efficient protocol for Willgerodt–Kindler’s thioacetamides catalyzed by sulfated polyborate

Abstract: A simple and efficient method for the synthesis of one-pot, three-component thioacetamides via Willgerodt–Kindler reaction was developed using a sulfated polyborate catalyst. The method described the reaction of ketones, sulfur, and secondary am

Decarboxylative thioamidation of arylacetic and cinnamic acids: A new approach to thioamides

A new decarboxylative strategy has been developed for the synthesis of thioamides via a three-component reaction involving arylacetic or cinnamic acids, amines and elemental sulfur powder, without the need of a transition metal and an external oxidant.

Selective reduction of carbonyl groups in the presence of low-valent titanium reagents

The chemoselective reduction of several structurally diverse compounds containing carbonyl groups was achieved in the presence of low-valent titanium reagents. This novel synthetic method provides easy access to highly selective reduction of carbonyl groups, and possesses several advantages including one-step procedure, convenient manipulation, good to excellent yields, and short reaction times.

Ultrasound-mediated willgerodt-kindler reactions: Non-thermal synthesis of thioacetamides

Non-thermal, solvent-free condensation of several aryl methyl ketones with amines and elemental sulfur is efficiently conducted using ultrasonic irradiation within short time periods. Consequently, various thioacetamides are conveniently synthesized. Simi