| Identification | More | [Name]
N-Cyanoimido-S,S-dimethyl-dithiocarbonate | [CAS]
10191-60-3 | [Synonyms]
AKOS 91434
[[BIS(METHYLTHIO)METHYLENE]AMINO](NITRILO)METHANE
DIMETHYL CARBODITHIOCYANAMATE
DIMETHYL CYANODITHIOIMINOCARBONATE
DIMETHYL CYANO IMIDO DITHIO CARBONATE
DIMETHYL CYANOIMINODITHIOCARBONATE
DIMETHYL N-CYANODITHIOIMINOCARBONATE
N-CYANOIMIDO-S,S-DIMETHYL-DITHIOCARBONATE
N-CYANO-S,S'-DIMETHYLDITHIOIMIDOCARBONATE
N-CYANO-S,S-DIMETHYLDITHIOIMIDOCARBONATE
s,s-dimethyl cyanoimidodithiocarbonate
S,S'-DIMETHYL N-CYANODITHIOIMINOCARBONATE
(Cyanoimino)bis(methylthio)methane
Carbonimidodithioic acid, cyano-, dimethyl ester
Carbonimidodithioicacid,cyano-,dimethylester
cyano-carbonimidodithioicacidimethylester
Cyanodithioimidocarbonic acid, dimethyl ester
Cyanoiminodithiocarbonicdimethylester
Dimethyl cyanimidodithiocarbonate
Dimethyl cyanocarbonimidodithioate | [EINECS(EC#)]
233-467-6 | [Molecular Formula]
C4H6N2S2 | [MDL Number]
MFCD00009825 | [Molecular Weight]
146.23 | [MOL File]
10191-60-3.mol |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H302-H314 | [Precautionary statements ]
P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
C,T | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37:Irritating to eyes and respiratory system . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S7/9:Keep container tightly closed and in a well-ventilated place . | [RIDADR ]
UN 1759 8/PG 2
| [WGK Germany ]
3
| [F ]
13-19 | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29309090 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Acute Tox. 4 Oral
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder | [Uses]
Dimethyl cyanodithioiminocarbonate has been used in the synthesis of 4-methylthiopyrazolo[1,5-a]-1,3,5-triazines, methylsulfanylpyrimidines, cyanoguanidines and N-aryl-6-methylsulfanyl-4-oxopyrimidine-5-carbonitriles. It has been also used in the synthesis of methylsulfanyl derivatives of azoloazines and azoloazoles. | [Synthesis]
Dimethyl N-cyanoimido-S,S-dithiocarbonate was synthesized according to the method reported in the literature. The procedure was as follows: cyanamide (0.02 mol, 50% aqueous solution) was dissolved in 80 mL of water, followed by addition of potassium hydroxide (0.04 mol) and stirred for 45 min at room temperature. Carbon disulfide was then added and the reaction mixture was heated to 40°C. After complete dissolution of carbon disulfide (about 2 hours), iodomethane (0.04 mole) was added and stirred overnight at room temperature. After completion of the reaction, the precipitate was collected by filtration, the solid product was washed with water, dried under vacuum at room temperature to constant weight and finally purified by recrystallization from ethanol. The resulting product was dimethyl cyanodithioiminocarbonate (1c) in 71% yield with a melting point of 58-60°C. Infrared spectra (FT-IR, ν/cm?1): 1678, 2176. nuclear magnetic resonance hydrogen spectra (1H NMR, 300 MHz, DMSO-d6) δ: 2.90 (s, 6H, 2×SCH3). NMR carbon spectra (13C NMR, 75 MHz, CDCl3) δ: 18.8, 115.3, 186.8. | [References]
[1] Tetrahedron, 2008, vol. 64, # 39, p. 9309 - 9314
[2] Phosphorus, Sulfur and Silicon and the Related Elements, 2016, vol. 191, # 5, p. 759 - 764
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 2309 - 2314
[4] Synthetic Communications, 2004, vol. 34, # 5, p. 805 - 815
[5] Synthetic Communications, 2006, vol. 36, # 6, p. 743 - 753 |
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