631-67-4

Usage

Uses

N,N-Dimethylthioacetamide is used as pharmaceutical intermediates.

InChI:InChI=1/C4H9NS/c1-4(6)5(2)3/h1-3H3

Upstream product

• 127-19-5 N,N-dimethyl acetamide 
• 32150-16-6 2-Dimethylamino-2-methoxy-propionitril 
• 127-18-4 1,1,2,2-tetrachloroethylene 
• 68-12-2 N,N-dimethyl-formamide 
• 79-01-6 Trichloroethylene 
• 62-55-5 thioacetamide 
• 124-40-3 dimethyl amine 
• 89218-30-4 tris(tertiobutyl)phenyl-1 dimethylamino-2 phosphapropene-1 
• 18282-77-4 thioketene 
• 95213-58-4 C₁₂H₁₆N₂OS 

Downstream Products

• 34009-27-3 (E)-3-Dimethylamino-N,N-dimethyl-thioacrylamide 
• 22651-01-0 S-Phenacyl-N,N-dimethyl-thioessigsaeureimidiumbromid 
• 22651-00-9 S-(p-Brom-phenacyl)-N,N-dimethyl-thioessigsaeureimidiumbromid 
• 103660-91-9 (+)-(R)-p-tolyl sulphinyl-N,N-dimethylthioacetamide 
• 78175-51-6 3-Hydroxy-N,N-dimethyl-3-phenyl-thiopropionamide 
• 78175-68-5 2-(4-tert-Butyl-1-hydroxy-cyclohexyl)-N,N-dimethyl-thioacetamide 
• 78175-69-6 2-(4-tert-Butyl-1-hydroxy-cyclohexyl)-N,N-dimethyl-thioacetamide 
• 145931-00-6 Dimethyl-[1-(1-methyl-2-oxo-2-phenyl-ethylsulfanyl)-ethylidene]-ammonium; bromide 
• 78175-57-2 3-Hydroxy-N,N-dimethyl-3-phenyl-thiobutyramide 
• 145931-01-7 Dimethyl-[1-(2-oxo-1,2-diphenyl-ethylsulfanyl)-ethylidene]-ammonium; bromide 
• 200562-81-8 3-Hydroxy-N,N-dimethyl-4-phenyl-thiobutyramide 
• 103660-95-3 3-Hydroxy-N,N-dimethyl-thiobutyramide 
• 200562-74-9 3-Hydroxy-pentanethioic acid dimethylamide 
• 103660-97-5 3-Hydroxy-4-methyl-pentanethioic acid dimethylamide 

Relevant academic research and scientific papers

SYNTHESIS OF THE FIRST STABLE METADITHIOPHOSPHONATE

Evidence for the formation of the first stable metadithiophosphonate is given.

Dichlorophosphate anion in the synthesis of thioamides

Phosphorus thiochloride reaction with dimethylformamide and dimethylacetamide leading to corresponding thioamides is studied. The thionylating agent is dichlorothiophosphate anion generated in the reaction course. Pleiades Publishing, Inc., 2006.

Amide (A)–thioamide (T) interconversions using Ph3SiSH (A to T) and Ph3SnOH (T to A) reagents

Ph3SiSH transforms amides to thioamides and Ph3SnOH performs the reverse process, with the concomitant formation of Ph3SiOH (or Ph3SiOSiPh3) and Ph3SnSSnPh3, respectively. The chemistry is a delightful illustration of the oxophilicity of silicon compared to the thiophilicity of tin and occurs under relatively mild conditions, and for amide to thioamide transformation requires no amide activation. The chemistry is in accord with available data for Si?(S)(O), Sn?(O)(S) and C?(O)(S) bond energies. Copyright

Transamidation of thioacetamide catalyzed by SbCl3

A transamidation reaction of thioacetamide with primary and secondary amines is described. The use of catalytic amounts of SbCl3 notably increases the yields and diminishes the reaction times. Typically, the amines should be aliphatic, but aromatic amines can be used as well, though with lower yields. This is one of the few examples where antimony has been used as a catalyst in organic reactions.

Thionation of amides using a solid-supported P2S5 reagent under microwave irradiation

In this Letter, we describe an improved method for the thionation of amides. Using a solid-supported P2S5 reagent, heating under microwave irradiation furnished thioamides in good to excellent yields, with a significantly reduced reaction time compared with that achieved under conventional heating. Furthermore, a change of solvent from that described in the literature enabled a simplified work-up and purification of the products.

Dichlorothiophosphoric acid and dichlorothiophosphate anion as thionating agents in the synthesis of thioamides

A method for the thionation of carboxylic acid amides with dichlorothiophosphoric acid and dichlorothiophosphate anion, providing thioamides in high yields, was developed. The facility of the thionation and the yields of the final products were shown to depend on the nature of the starting amide. The optimal reaction conditions are reported.

Expeditious microwave-assisted thionation with the system PSCl 3/H2O/Et3N under solvent-free condition

(Chemical Equation Presented) A novel thionation protocol for carbonyl compounds, with the system PSCl3/H2O/Et3N has been discovered. Clean, rapid, and efficient synthesis of a variety of thiocarbonyl compounds such as thioamides, thiolactams, thioketones, thioxanthones, and thioacridone can be achieved through this simple and convenient method under solventless condition with microwave irradiation.

Synthesis and application of a fluorous Lawesson's reagent: Convenient chromatography-free product purification

A fluorous analogue of Lawesson's reagent for thionation of carbonyl compounds has been developed and its use demonstrated on a series of amides, esters, and ketones. The separation of the Lawesson's reagent-derived byproducts can be achieved by a simple fluorous solid-phase extraction.

A polymer-supported thionating reagent

A new polymer-supported reagent for the conversion of carbonyls to thiocarbonyls has been developed and its use demonstrated on a range of amides. Secondary or tertiary amides are converted cleanly and efficiently through to the corresponding thioamides and primary amides are converted to the corresponding nitriles. The reactions can be facilitated by conventional heating. However, if microwave heating is used, in the presence of an ionic liquid, enhanced reaction rates are achieved.