631-67-4

Basic information

• Product Name: N,N-DIMETHYLTHIOACETAMIDE
• Synonyms: dimethylthioacetamide;Ethanethioamide, N,N-dimethyl-;n,n-dimethyl-ethanethioamid;N,N-Dimethylethanethioamide;n,n-dimethylthio-acetamid;N,N-DIMETHYLTHIOACETAMIDE;TIMTEC-BB SBB007924;1-(Dimethylamino)-1-ethanethione
• CAS NO: 631-67-4
• Molecular Formula: C₄H₉NS
• Molecular Weight: 103.19
• Mol File: 631-67-4.mol
• Article Data: 21

Chemical Properties

• Melting Point: 71-73°C
• Boiling Point: 125-127°C 22mm
• Flash Point: 125-127°C/22mm
• Appearance: /solid
• Density: 0.966
• Vapor Pressure: 30.8mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• PKA: 1.74±0.50(Predicted)
• CAS DataBase Reference: N,N-DIMETHYLTHIOACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYLTHIOACETAMIDE(631-67-4)
• EPA Substance Registry System: N,N-DIMETHYLTHIOACETAMIDE(631-67-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• TSCA: Yes
• Hazardous Substances Data: 631-67-4(Hazardous Substances Data)

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

Downstream Products

• 22651-01-0 S-Phenacyl-N,N-dimethyl-thioessigsaeureimidiumbromid 
• 145931-01-7 Dimethyl-[1-(2-oxo-1,2-diphenyl-ethylsulfanyl)-ethylidene]-ammonium; bromide 
• 22191-61-3 N,N-dimethyl-3-phenylthiopropionamide 
• 103660-91-9 (+)-(R)-p-tolyl sulphinyl-N,N-dimethylthioacetamide 
• 409110-63-0 N,N-dimethyl-3-(p-tolyl)thiopropionamide 
• 22191-62-4 3-(4-methoxyphenyl)-N,N-dimethylpropanethioamide 
• 127-19-5 N,N-dimethyl acetamide 
• 1203599-67-0 (R)-5-(benzyloxy)-3-hydroxy-N,N,4,4-tetramethylpentanethioamide 
• 103660-97-5 (R)-3-hydroxy-N,N,4-trimethylpentanethioamide 
• 1182707-35-2 (R)-N,N-methyl-3-(diphenylphosphorylamino)-3-phenylpropanethioamide 
• 93976-18-2 dicarbonylbis(dimethylthioacetamide)bis(triphenylphosphine)molybdenum 

Relevant articles and documents

SYNTHESIS OF THE FIRST STABLE METADITHIOPHOSPHONATE

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

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

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.