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384291

Sigma-Aldrich

Diethylthiocarbamoyl chloride

95%

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About This Item

Linear Formula:
(C2H5)2NCSCl
CAS Number:
Molecular Weight:
151.66
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

bp

113 °C/10 mmHg (lit.)

mp

45-50 °C (lit.)

SMILES string

CCN(CC)C(Cl)=S

InChI

1S/C5H10ClNS/c1-3-7(4-2)5(6)8/h3-4H2,1-2H3

InChI key

HUUSTUALCPTCGJ-UHFFFAOYSA-N

Related Categories

General description

Diethylthiocarbamoyl chloride is a thiocarbamoyl derivative. It has been reported to participate in the thionation of amides as thionating reagent.

Application

Diethylthiocarbamoyl chloride (N,N′-Diethylthiocarbamoyl chloride) may be used in the following syntheses:
  • aryl isothiocyanates
  • 5-substituted 4-methyl-2-thiazolyl diethyldithiocarbamates
  • novel type of vasorelaxant hybrid compounds
Diethylthiocarbamoyl chloride may be used in the synthesis of 2,6-dimethyl-3,5-dicarbomethoxy-4-(2-difluoromethoxy- 5-isothiocyanatophenyl)-1,4-dihydropyridine.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Derivatives of thiazolethiols.
D'Amico JJ, et al.
Journal of the American Chemical Society, 79(19), 5270-5276 (1957)
The Reaction of Arylamines with Diethylthiocarbamoyl Chloride. A New Synthesis of Aryl Isothiocyanates.
Sayigh AAR, et al.
The Journal of Organic Chemistry, 30(7), 2465-2466 (1965)
K R Frazier et al.
Journal of applied microbiology, 126(1), 79-86 (2018-08-31)
Disulfiram (Antabuse™) and its metabolites formed in vivo were evaluated as antibacterial agents against thirty species of Gram-positive and Gram-negative bacteria. The synergistic potential of disulfiram (DSF) and metabolite diethyldithiocarbamate (DDTC) with approved antibiotics were also compared by isobologram (checkerboard) analysis.
Sulfated tungstate: An efficient catalyst for synthesis of thioamides via Kindler reaction.
Pathare SP, et al.
Applied Catalysis A: General, 425, 125-129 (2012)
L M Yagupolskii et al.
Journal of medicinal chemistry, 42(25), 5266-5271 (1999-12-22)
The synthesis and pharmacological properties of a novel type of vasorelaxant hybrid compounds are described. The investigated compounds originate from fluorinated 4-aryl-1,4-dihydropyridines, which are known calcium channel blockers, and/or from fluorinated analogues of pinacidil, which is an opener of ATP-sensitive

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