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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/REAXYS Number:
635998
EC Number:
233-467-6
MDL number:
MFCD00009825
UNSPSC Code:
12352100
PubChem Substance ID:
24855008
NACRES:
NA.22

assay

90%

form

solid

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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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

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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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)
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)
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)

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