949-01-9

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Morpholino-2-phenyl-1-ethanethione is used as a key intermediate in the synthesis of pharmaceuticals for its unique chemical properties that facilitate the creation of diverse medicinal compounds.
Used in Chemical Research:
As a building block for organic synthesis, 1-Morpholino-2-phenyl-1-ethanethione is used in chemical research to explore new chemical reactions and the development of novel organic compounds.
Used in the Production of Rubber Accelerators:
1-Morpholino-2-phenyl-1-ethanethione is used as a component in the production of rubber accelerators, contributing to the enhancement of the vulcanization process in rubber manufacturing.
Used in Corrosion Inhibitors:
1-Morpholino-2-phenyl-1-ethanethione is utilized in the formulation of corrosion inhibitors, where its chelating properties help in preventing the corrosion of metals in various industrial applications.
Used in Industrial Applications:
1-Morpholino-2-phenyl-1-ethanethione is employed in various industrial applications due to its unique chemical characteristics, making it a versatile chemical in the realm of organic chemistry.

InChI:InChI=1/C12H15NOS/c15-12(13-6-8-14-9-7-13)10-11-4-2-1-3-5-11/h1-5H,6-10H2

Upstream product

• 110-91-8 morpholine 
• 100-42-5 styrene 
• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 
• 52999-90-3 S-Carboxymethyl phenyldithioacetate 
• 512-22-1 2,4,6-trimethyl-2,4,6-triphenyl-[1,3,5]trithiane 
• 68542-14-3 2-Phenyl-1-methylthio-1-(acetoxymethylthio)-ethylene 
• 591-50-4 iodobenzene 
• 17123-83-0 N-(phenylacetyl)morpholine 
• 96-09-3 styrene oxide 
• 4410-99-5 2-mercaptophenylethane 
• 100-41-4 ethylbenzene 
• 70-11-1 α-bromoacetophenone 
• 2492-30-0 acetophenone semicarbazone 

Downstream Products

• 2879-15-4 8-benzyltheophylline 
• 25355-38-8 4-(1-methylsulfanyl-2-phenyl-ethylidene)-morpholinium; iodide 
• 19348-28-8 4-(1-Ethylsulfanyl-2-phenyl-ethylidene)-morpholin-4-ium; iodide 
• 5866-49-9 4-(4-biphenyl-4-yl-3-phenyl-thiophen-2-yl)-morpholine 
• 5866-48-8 4-[4-(4-bromophenyl)-3-phenyl-2-thienyl]morpholine 
• 159298-66-5 4-[3-(4-morpholinyl)-2-phenyl-1-thioxo-2-propenyl]morpholine 
• 159298-77-8 4-[3-(4-morpholinyl)-2-phenyl-1-thioxo-2-propenyl]morpholine 
• 955-10-2 3-phenylcumarin 
• 126572-90-5 4-[(E)-1-(2-Nitro-phenyldisulfanyl)-2-(2-nitro-phenylsulfanyl)-2-phenyl-vinyl]-morpholine 
• 451-40-1 phenyl benzyl ketone 
• 111509-98-9 3-Benzyl-2-cyano-3-morpholinoacrylonitrile 
• 17123-83-0 N-(phenylacetyl)morpholine 
• 156643-77-5 (Z)-1,3-Di-morpholin-4-yl-2,4-diphenyl-but-2-ene-1-thione 
• 100-74-3 N-ethylmorpholine; 

Relevant academic research and scientific papers

Desulfurizing agent for thioamides

Thioamides treated with thionyl chloride in an ionic liquid were successfully converted into amides.

Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur

A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.

Method for synthesizing thioamide compound from 1,2,3-thiodiazole compound and amine under catalysis of copper

The invention belongs to the technical field of organic chemistry, and discloses a method for synthesizing a thioamide compound from a 1,2,3-thiodiazole compound and amine under the catalysis of copper. The method comprises the following steps: in a protective atmosphere, taking an organic solvent as a reaction medium, reacting a 1,2,3-thiodiazole compound with an amine compound under the action of a copper salt catalyst or a copper catalyst and a phosphine ligand, and carrying out subsequent treatment to obtain the thioamide compound. According to the method, the copper salt is used as the catalyst, the phosphine ligand is adopted, the yield is high, and the substrate applicability is wide. In addition, the reaction takes the 1,2,3-thiodiazole compound and the amine compound as raw materials, and has the advantages that the raw materials are cheap and easy to prepare, the operation is simple and convenient, and the atom economy is high.

Structure–activity relationships (SARs) of α- ketothioamides as inhibitors of phosphoglycerate dehydrogenase (PHGDH)

For many years now, targeting deregulation within cancer cells’ metabolism has appeared as a promising strategy for the development of more specific and efficient cancer treatments. Recently, numerous reports highlighted the crucial role of the serine synthetic pathway, and particularly of the phosphoglycerate dehydrogenase (PHGDH), the first enzyme of the pathway, to sustain cancer progression. Yet, because of very weak potencies usually in cell-based settings, the inhibitors reported so far failed to lay ground on the potential of this approach. In this paper, we report a structure–activity relationship study of a series of α-ketothioamides that we have recently identified. Interestingly, this study led to a deeper understanding of the structure–activity relationship (SAR) in this series and to the identification of new PHGDH inhibitors. The activity of the more potent compounds was confirmed by cellular thermal shift assays and in cell-based experiments. We hope that this research will eventually provide a new entry point, based on this promising chemical scaffold, for the development of therapeutic agents targeting PHGDH.

Transition-Metal-Free Cleavage of C-C Triple Bonds in Aromatic Alkynes with S8 and Amides Leading to Aryl Thioamides

A novel transition-metal-free cleavage reaction of C-C triple bonds in aromatic alkynes with S8 and amides furnishes aryl thioamides in moderate to excellent yields. The remarkable features of this thioamidation include the metal-free cleavage of C-C triple bond, mild reaction conditions, as well as wide substrate scope that is particularly compatible with some internal aromatic alkynes and acetamides.

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

Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis

An efficient aqueous synthesis of thioamides through aldehydes, sodium sulfide, and N-substituted formamides has been developed. Both alkyl and aryl aldehydes are amenable to this protocol. N-Substituted formamides are essential for this transformation. Readily available inorganic salt (sodium sulfide) serves as the sulfur source in water, which makes this method much more practical and efficient. Furthermore, the late-stage modification of bioactive molecules and derivatives through this protocol has been established.

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.

Synthesis of thioamides via one-pot A3-coupling of alkynyl bromides, amines, and sodium sulfide

We herein describe a novel method for the synthesis of thioamides by a three component condensation of alkynyl bromides, amines, and Na 2S·9H2O. The developed method is applicable for a wide range of amines and alkynyl bromides bearing different functional groups furnishing the corresponding products in moderate to excellent yields. The Royal Society of Chemistry.

A new application of rhodanine as a green sulfur transferring agent for a clean functional group interconversion of amide to thioamide using reusable MCM-41 mesoporous silica

A novel thionation protocol for amide compounds, with the system rhodanine/secondary amine has been discovered. Clean and efficient synthesis of a variety of thioamides can be achieved through this simple and convenient method using MCM-41 mesoporous silica as an acid catalyst. For this purpose we have synthesized MCM-41 silica and characterized by using an array of sophisticated analytical techniques like BET, HR TEM, EDX, XRD, 29Si MAS NMR and FTIR. This reaction is therefore a very neat example of a functional group interconversion.