carbon disulfide
CYANAMID
dimethyl sulfate
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
Stage #1: CYANAMID With potassium hydroxide In acetone for 0.25h; Stage #2: carbon disulfide In acetone at 10 - 15℃; for 2h; Stage #3: dimethyl sulfate at 40 - 45℃; for 6h; | 93% |
Yield given. Multistep reaction; |
methylene chloride
Cyanimidokohlensaeure
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In methanol 1.) 30 deg C, 58 min, 2.) 64 deg C, 1 h; | 89% |
carbon disulfide
calcium cyanamide
dimethyl sulfate
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; calcium cyanamide With sodium carbonate In water at 40 - 45℃; for 5h; Stage #2: dimethyl sulfate at 0 - 20℃; for 2h; | 82% |
potassium cyanocarbonimidodithioate
dimethyl sulfate
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In methanol at 20℃; | 75% |
carbon disulfide
CYANAMID
methyl iodide
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
Stage #1: CYANAMID With potassium hydroxide In water at 20℃; for 0.75h; Stage #2: carbon disulfide In water at 40℃; for 2h; Stage #3: methyl iodide In water at 20℃; Further stages.; | 71% |
Stage #1: CYANAMID With potassium hydroxide In water at 20℃; for 0.75h; Stage #2: carbon disulfide In water at 40℃; for 2h; Stage #3: methyl iodide In water at 20℃; | 71% |
Multistep reaction; |
potassium S-methyl N-cyanocarbamodithioate
dimethyl sulfate
dimethyl N-cyanodithioiminocarbonate
potassium S-methyl N-cyanocarbamodithioate
methyl iodide
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In acetone |
Conditions | Yield |
---|---|
With tetraethylammonium bromide In acetonitrile for 10h; Mechanism; electrolysis from various N-cyanimidodithiocarbonic acid esters with Ag-anode, Pt-cathode and diaphragm; |
methylene chloride
cyanocarbonimidodithioic acid
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In methanol at 60℃; for 1.25h; Yield given; |
methyl iodide
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
With potassium |
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
With dimethyl sulfate In water | 24.2 g (88%) |
cyanocarbonimidodithioic acid
methyl iodide
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In ethanol |
dimethyl sulfate
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
at -5 - 85℃; for 29h; Temperature; | 203.16 g |
Cysteamine
dimethyl N-cyanodithioiminocarbonate
2-(N-cyanoimino)thiazolidine
Conditions | Yield |
---|---|
In ethanol at 90℃; for 2h; | 100% |
In ethanol for 3h; Heating / reflux; | 67.1% |
In ethanol Heating; |
(E)-3-Amino-3-[N'-(pyridine-4-carbonyl)-hydrazino]-acrylic acid ethyl ester
dimethyl N-cyanodithioiminocarbonate
5-Amino-7-methylsulfanyl-3-pyridin-4-yl-[1,2,4]triazolo[4,3-c]pyrimidine-8-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide for 0.5h; Ambient temperature; | 100% |
(E)-3-Amino-3-[N'-(4-nitro-benzoyl)-hydrazino]-acrylic acid ethyl ester
dimethyl N-cyanodithioiminocarbonate
5-Amino-7-methylsulfanyl-3-(4-nitro-phenyl)-[1,2,4]triazolo[4,3-c]pyrimidine-8-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide for 0.5h; Ambient temperature; | 100% |
dimethyl N-cyanodithioiminocarbonate
(+)-4(5)-[(2R,5S)-(5-aminomethyl)tetrahydrofuran-2-yl]imidazole
Conditions | Yield |
---|---|
In methanol at 20℃; for 1.5h; | 100% |
4-HYDROXYPIPERIDINE
dimethyl N-cyanodithioiminocarbonate
methyl N-cyano-4-hydroxypiperidine-1-carbimidothioate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
In ethanol at 65℃; for 2.5h; |
4-(2-(trifluoromethyl)phenoxy)piperidine
dimethyl N-cyanodithioiminocarbonate
methyl N-cyano-[2-(trifluoromethyl)phenoxy]piperidine-1-carbimidothioate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
In ethanol for 0.5h; Heating / reflux; |
ethyl 2-sulfanylacetate
dimethyl N-cyanodithioiminocarbonate
ethyl 4-amino-2-(methylthio)thiazol-5-carboxylate
Conditions | Yield |
---|---|
With diisopropylamine In N,N-dimethyl-formamide at 100℃; for 5h; | 99% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; | 89% |
With triethylamine In N,N-dimethyl-formamide | |
With triethylamine In N,N-dimethyl-formamide at 100℃; for 2h; |
2-<(1H-indol-3-ylmethyl)thio>ethanamine
dimethyl N-cyanodithioiminocarbonate
methyl N'-cyano-N-<2-<(1H-indol-3-ylmethyl)thio>ethyl>carbamimidothioate
Conditions | Yield |
---|---|
In ethanol for 16h; Ambient temperature; | 99% |
dimethyl N-cyanodithioiminocarbonate
benzyl alcohol
A
methylthiol
B
benzyloxycarbonylcyanamide potassium salt
Conditions | Yield |
---|---|
With potassium hydroxide 1.) 80-90 deg C, 48 h; 2.) 25-30 deg C 24 h; | A n/a B 99% |
2-chlorobenzenesulfonamide
dimethyl N-cyanodithioiminocarbonate
methyl N'-cyano-N-[(2-chlorophenyl)sulfonyl]imidothiocarbamate
Conditions | Yield |
---|---|
Stage #1: 2-chlorobenzenesulfonamide; dimethyl N-cyanodithioiminocarbonate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 8h; | 99% |
4-methoxy-benzylamine
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In ethanol at 10 - 20℃; for 3h; | 99% |
ethylenediamine
dimethyl N-cyanodithioiminocarbonate
2-cyanoimino-imidazolidine
Conditions | Yield |
---|---|
In chloroform at 25 - 27℃; for 3h; | 98.9% |
S,S-dimethylsulfodiimide
dimethyl N-cyanodithioiminocarbonate
3-Cyan-1-(dimethylimino-λ6-sulfanyliden)-2-methylisothioharnstoff
Conditions | Yield |
---|---|
at 60℃; | 98% |
3-Amino-3-(ethoxycarbonyl-hydrazono)-propionic acid ethyl ester
dimethyl N-cyanodithioiminocarbonate
ethyl 2-<(cyanoimino(methylthio)methyl)amino>-6-(2-ethoxycarbonylhydrazino)-4-methylthio-5-pyrimidinecarboxylate
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide for 5h; Ambient temperature; | 98% |
(2-hydroxyethyl)(methyl)amine
dimethyl N-cyanodithioiminocarbonate
2-cyanoimido-3-methyl-1,3-oxazolidine
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether at 20℃; for 36h; | 98% |
(E)-3-Amino-3-(N'-phenylacetyl-hydrazino)-acrylic acid ethyl ester
dimethyl N-cyanodithioiminocarbonate
5-Amino-3-benzyl-7-methylsulfanyl-[1,2,4]triazolo[4,3-c]pyrimidine-8-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In dimethyl sulfoxide; toluene for 0.5h; Heating; | 97% |
2,4,6-triisopropylbenzene sulfonamide
dimethyl N-cyanodithioiminocarbonate
methyl N'-cyano-N-[(2,4,6-triisopropylphenyl)sulfonyl]imidothiocarbamate
Conditions | Yield |
---|---|
Stage #1: 2,4,6-triisopropylbenzene sulfonamide; dimethyl N-cyanodithioiminocarbonate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 8h; | 97% |
benzothiophene-2-acetonitrile
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane at 20℃; for 1h; | 97% |
4-Amidinobenzamide
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 65℃; | 96% |
7-chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaene-8-carboximidamide
dimethyl N-cyanodithioiminocarbonate
4-{7-chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-8-yl}-6-(methylsulfanyl)-1,3,5-triazin-2-amine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 3h; Heating / reflux; | 96% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran Reflux; | 90% |
With ethanol; N-ethyl-N,N-diisopropylamine for 3h; Reflux; | 88% |
Glycyl-(S)-phenylalanine tert-butyl ester
dimethyl N-cyanodithioiminocarbonate
C18H24N4O3S
Conditions | Yield |
---|---|
In ethanol for 12h; Heating; | 95% |
2-mercaptoethylamine hydrochloride
dimethyl N-cyanodithioiminocarbonate
2-(N-cyanoimino)thiazolidine
Conditions | Yield |
---|---|
In ethanol for 6h; Heating; | 95% |
With sodium carbonate In water at 10 - 20℃; for 2h; Product distribution / selectivity; | 93% |
With sodium hydrogencarbonate In water at 10 - 20℃; for 3h; Product distribution / selectivity; | 92% |
3-Amino-3-(ethoxycarbonyl-hydrazono)-propionic acid ethyl ester
dimethyl N-cyanodithioiminocarbonate
5-amino-2,3-dihydro-8-ethoxycarbonyl-7-methylthio-1,2,4-triazolo<4,3-c>pyrimidine-3-one
Conditions | Yield |
---|---|
In dimethyl sulfoxide; toluene for 0.5h; Heating; | 95% |
(E)-3-Amino-3-(N'-benzoyl-hydrazino)-acrylic acid ethyl ester
dimethyl N-cyanodithioiminocarbonate
2-Amino-4-(N'-benzoyl-hydrazino)-6-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide for 0.75h; Ambient temperature; | 95% |
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
With potassium hydroxide In acetone for 6h; Heating; | 95% |
5'-amino-5'-deoxythymidine
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In ethanol for 25h; | 95% |
L-cysteine ethyl ester hydrochloride
dimethyl N-cyanodithioiminocarbonate
(R)-2-[(Z)-Cyanoimino]-thiazolidine-4-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In ethanol Cyclization; | 95% |
(1S,2R)-1-amino-2-indanol
dimethyl N-cyanodithioiminocarbonate
[(3aS,8aR)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide
Conditions | Yield |
---|---|
In ethanol Heating; | 95% |
3-chloro-benzenesulfonamide
dimethyl N-cyanodithioiminocarbonate
methyl N'-cyano-N-[(3-chlorophenyl)sulfonyl]imidothiocarbamate
Conditions | Yield |
---|---|
Stage #1: 3-chloro-benzenesulfonamide; dimethyl N-cyanodithioiminocarbonate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 8h; | 95% |
2-(5-chloro-benzothiazol-2-ylsulfanyl)-ethylamine
dimethyl N-cyanodithioiminocarbonate
Conditions | Yield |
---|---|
In ethanol | 95% |
The CAS register number of Carbonimidodithioicacid, N-cyano-, dimethyl ester is 10191-60-3. It also can be called as S,S-Dimethyl cyanoimidodithiocarbonate and the IUPAC name about this chemical is bis(methylsulfanyl)methylidenecyanamide. The molecular formula about this chemical is C4H6N2S2 and the molecular weight is 146.22. It belongs to the following product categories, such as Pharmaceutical Intermediates; Organic Building Blocks; Others; Sulfur Compounds and so on. This chemical can be used in manufacture gastrointestinal drugs for the major intermediate cimetidine.
Physical properties about Carbonimidodithioicacid, N-cyano-, dimethyl ester are: (1)ACD/LogP: 1.94; (2)ACD/LogD (pH 5.5): 1.94; (3)ACD/LogD (pH 7.4): 1.94; (4)ACD/BCF (pH 5.5): 17.59; (5)ACD/BCF (pH 7.4): 17.59; (6)ACD/KOC (pH 5.5): 271.05; (7)ACD/KOC (pH 7.4): 271.05; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 86.75Å2; (11)Index of Refraction: 1.571; (12)Molar Refractivity: 41.19 cm3; (13)Molar Volume: 125.3 cm3; (14)Polarizability: 16.33x10-24cm3; (15)Surface Tension: 42.3 dyne/cm; (16)Flash Point: 92.6 °C; (17)Enthalpy of Vaporization: 46.62 kJ/mol; (18)Boiling Point: 229.6 °C at 760 mmHg; (19)Vapour Pressure: 0.0691 mmHg at 25°C.
Lime nitrogen reacts with Carbon disulfide can get Dithiocarbamate salts, then through separation can get Carbonimidodithioicacid, N-cyano-, dimethyl ester.
Uses of Carbonimidodithioicacid, N-cyano-, dimethyl ester: it can be used to produce 1-cyano-3-cyclohexyl-2-methyl-isothiourea with cyclohexylamine. This reaction will need solvent ethanol.
When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed and it is irritating to to eyes and respiratory system, it is harmful if swallowed and it can causes burns. When you are using it, wear suitable protective clothing, gloves and eye/face protection, you also need keep container tightly closed and keep container in a well-ventilated place. After contact with skin, wash immediately with plenty of soap-suds. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.), in additon, in case of insufficient ventilation, wear suitable respiratory equipment.
You can still convert the following datas into molecular structure:
(1)SMILES: N#C\N=C(/SC)SC
(2)InChI: InChI=1/C4H6N2S2/c1-7-4(8-2)6-3-5/h1-2H3
(3)InChIKey: IULFXBLVJIPESI-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C4H6N2S2/c1-7-4(8-2)6-3-5/h1-2H3
(5)Std. InChIKey: IULFXBLVJIPESI-UHFFFAOYSA-N
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