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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.)

functional group

amine
chloro

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

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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
Sulfated tungstate: An efficient catalyst for synthesis of thioamides via Kindler reaction.
Pathare SP, et al.
Applied Catalysis A: General, 425, 125-129 (2012)
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.

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