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249637

Sigma-Aldrich

Dimethyl N-cyanodithioiminocarbonate

90%

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About This Item

Linear Formula:
(CH3S)2C=NCN
CAS Number:
10191-60-3
Molecular Weight:
146.23
Beilstein:
635998
EC Number:
233-467-6
MDL number:
MFCD00009825
UNSPSC Code:
12352100
PubChem Substance ID:
24855008
NACRES:
NA.22

Quality Level

100

Assay

90%

form

solid

mp

45-50 °C (lit.)

functional group

amine
thioether

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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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

Other Notes

Remainder water

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

249637-50G:
249637-250G:
249637-BULK:
249637-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
STBF3992V
STBD9540V
STBC0346V
S88223
S37337-376

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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)
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)
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)
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)
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

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