249637

Sigma-Aldrich

Dimethyl N-cyanodithioiminocarbonate

90%

Linear Formula:
(CH3S)2C=NCN
CAS Number:
Molecular Weight:
146.23
Beilstein/REAXYS Number:
635998
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

90%

mp

45-50 °C (lit.)

SMILES string

CS\C(SC)=N\C#N

InChI

1S/C4H6N2S2/c1-7-4(8-2)6-3-5/h1-2H3

InChI key

IULFXBLVJIPESI-UHFFFAOYSA-N

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Related Categories

Application

Dimethyl N-cyanodithioiminocarbonate has been used in the synthesis of:
  • 4-methylthiopyrazolo[1,5-a]-1,3,5-triazines
  • methylsulfanyl derivatives of azoloazines and azoloazoles
  • methylsulfanylpyrimidines
  • N-aryl-6-methylsulfanyl-4-oxopyrimidine-5-carbonitriles
  • cyanoguanidines

Packaging

50, 250 g in glass bottle

Other Notes

Remainder water

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1759 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Novel Mercaptopurine and Thioguanine Analogues: The Reaction of Dimethyl N-Cyanodithioiminocarbonate with Oxo-and Amino-diazoles.
Alqaradawi SY and Elgemeie GH.
Synthetic Communications, 34(5), 805-815 (2004)
A novel synthesis of N-aryl-6-methylsulfanyl-4-pyrimidinones and purine analogues: The reaction of dimethyl N-cyanodithioiminocarbonate with cyanoacetanilides.
Elgemeie GH, et al.
Synthetic Communications, 33(12), 2095-2101 (2003)
First Synthesis of N-Substituted Amino and N-Sulfonylaminated Methylthiopyrimidines: Reaction of Dimethyl N-Cyanodithioiminocarbonate With Substituted Hydrazides.
Elgemeie GH and Sood SA.
Synthetic Communications, 36(6), 743-753 (2006)
D Z Hung et al.
Journal of toxicology. Clinical toxicology, 30(3), 351-358 (1992-01-01)
Dimethyl cyanocarbonimidodithioate (CAS No. 10191-60-3) a raw material for cimetidine synthesis, is labelled as an irritant on its storage tank. There is no information available regarding the toxic effects of human exposure. We report a case of severe dermatitis clinically...
The design and synthesis of structurally related mercaptopurine analogues: reaction of dimethyl N-cyano-dithioiminocarbonate with 5-aminopyrazoles.
Elgemeie GH, et al.
Synthetic Communications, 31(22), 3453-3458 (2001)

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