N,N-Dimethylthioacetamide

Base Information

• Chemical Name: N,N-Dimethylthioacetamide
• CAS No.: 631-67-4
• Molecular Formula: C4H9 N S
• Molecular Weight: 103.188
• Hs Code.: 2930909090
• European Community (EC) Number: 676-821-9
• DSSTox Substance ID: DTXSID6060892
• Nikkaji Number: J134.574E
• Wikidata: Q72472212
• Mol file: 631-67-4.mol

Synonyms:N,N-Dimethylthioacetamide;631-67-4;N,N-Dimethylethanethioamide;Ethanethioamide, N,N-dimethyl-;Dimethylthioacetamide;Dimethylthioacetamid;ACETAMIDE, N,N-DIMETHYLTHIO-;Dimethylthioacetamid [German];BRN 1737685;4-04-00-00182 (Beilstein Handbook Reference);NN-Dimethylthioacetamide;N,N-Dimethylethanethioamide #;SCHEMBL434706;DTXSID6060892;MFCD00022178;AKOS006230197;LS-9420;AS-40555;CS-0187562;FT-0676009

Chemical Property of N,N-Dimethylthioacetamide

Chemical Property:

• Vapor Pressure: 30.8mmHg at 25°C
• Melting Point: 71-73°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 125-127°C 22mm
• PKA: 1.74±0.50(Predicted)
• Flash Point: 125-127°C/22mm
• PSA: 35.33000
• Density: 0.966
• LogP: 0.89530
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 103.04557046
• Heavy Atom Count: 6
• Complexity: 58.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Dimethylthioacetamide 95% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=S)N(C)C
• Uses: N,N-Dimethylthioacetamide is used as pharmaceutical intermediates.

Technology Process of N,N-Dimethylthioacetamide

There total 11 articles about N,N-Dimethylthioacetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) → N,N-dimethylthioacetamide (631-67-4)

Guidance literature:

With Et₃N(+)*Cl₂POS(-); In chloroform; at 20 ℃; for 16h;

DOI:10.1134/S1070363206070036

Reference yield: 74.0%

2-Dimethylamino-2-methoxy-propionitril (32150-16-6) → N,N-dimethylthioacetamide (631-67-4)

Guidance literature:

With hydrogen sulfide; In diethyl ether; for 0.5h; Heating;

Reference yield: 52.0%

thioacetamide (62-55-5) + dimethyl amine (124-40-3) → N,N-dimethylthioacetamide (631-67-4)

Guidance literature:

With antimony(III) chloride; In toluene; for 4h; Reflux;

DOI:10.1016/j.tetlet.2015.05.067

upstream raw materials:

N,N-dimethyl acetamide

2-Dimethylamino-2-methoxy-propionitril

tris(tertiobutyl)phenyl-1 dimethylamino-2 phosphapropene-1

C₁₂H₁₆N₂OS

Downstream raw materials:

N-(4-Chloro-phenyl)-2-dimethylthiocarbamoyl-acetamide

2-Dimethylthiocarbamoyl-N-phenyl-acetamide

(R)-2-(Cyclohexylsulfinyl)-N,N-dimethylethanethioamide

dicarbonylbis(dimethylthioacetamide)bis(triphenylphosphine)molybdenum

Refernces

• 1、 Pipko,Simurova,Shvadchak,Bezgubenko,Luk'yanenko. "Dichlorophosphate anion in the synthesis of thioamides". . p. 1019 - 1021. Retrieved 2006.
• 2、 Ojeda-Porras, Andrea,Gamba-Sánchez, Diego. "Transamidation of thioacetamide catalyzed by SbCl3". supporting information. p. 4308 - 4311. Retrieved 2015/06/22.
• 3、 Suzuki, Yuta,Yazaki, Ryo,Kumagai, Naoya,Shibasaki, Masakatsu. "Direct catalytic asymmetric mannich-type reaction of thioamides". supporting information; experimental part. p. 5026 - 5029. Retrieved 2009/10/25.