Conditions | Yield |
---|---|
With Lawessons reagent In acetonitrile Heating; | 67.36% |
Conditions | Yield |
---|---|
With Lawessons reagent In toluene at 80℃; for 0.5h; Other reagent; | A 32% B 14% |
With tetraphosphorus decasulfide In 1,4-dioxane at 80℃; for 0.2h; other reagent; | A 21% B 14% |
Conditions | Yield |
---|---|
With hydrogen sulfide in alkoh.Loesung; | |
With sodium hydrogensulfide das Natriumsalz entsteht, in alkoholischer Loesung; | |
With cyclohexane-1,1-dithiol In ethanol | |
With hydrogen sulfide in alkoh.Loesung; | |
With hydrogenchloride; sodium hydrogensulfide; water |
ethanol
phenylhydrazine
A
amino-(N'-phenyl-hydrazono)-acetonitrile
B
hydrogen sulfide
C
dithiooxamide
ethanedinitrile
hydrogen sulfide
A
Flaveanwasserstoff
B
dithiooxamide
Conditions | Yield |
---|---|
Kinetics; decomposition in a N2 gas flow; |
Conditions | Yield |
---|---|
In ethanol at 78℃; | 100% |
Trimethylenediamine
dithiooxamide
1,1',4,4',5,5',6,6'-octahydro-2,2'-bipyrimidine
Conditions | Yield |
---|---|
Stage #1: dithiooxamide With ethyl bromide In ethanol at 60℃; for 4h; Inert atmosphere; Schlenk technique; Stage #2: Trimethylenediamine In ethanol at 60 - 80℃; for 1.33333h; Inert atmosphere; Schlenk technique; | 100% |
Conditions | Yield |
---|---|
In ethanol | 99% |
Conditions | Yield |
---|---|
With bismuth(III) nitrate In acetonitrile for 0.25h; Heating; | 99% |
With Oxone In acetonitrile for 1h; Heating; | 97% |
With 12-tungstosilic acid In acetonitrile for 1.5h; Reflux; | 97% |
dithiooxamide
dimethyl acetylenedicarboxylate
triphenylphosphine
dimethyl 2-[(2-amino-2-thioxoethanthioyl)amino]-3-(1,1,1-triphenyl-λ5-phosphanylidene)succinate
Conditions | Yield |
---|---|
In hexane; ethyl acetate at 20℃; for 1h; | 95% |
N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide
dithiooxamide
N-[2,2-dichloro-1-(4-chlorophenylsulfonylamino)-2-phenylethyl]ethanedithioamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 15h; | 95% |
dithiooxamide
thiooxalamide
Conditions | Yield |
---|---|
With 2,2'-bipyridinium chlorochromate In acetonitrile for 0.0833333h; Product distribution; Further Variations:; Reagents; Temperatures; without microwave irradiation; solvent-free; microwave irradiation; | 94% |
1-(3-bromophenyl)-2-phenylethan-1-one
dithiooxamide
5-amino-2-benzyl-2-(3-bromophenyl)-2H-imidazole-4-thiol
Conditions | Yield |
---|---|
With ammonia In methanol at 150℃; for 1h; Microwave irradiation; | 94% |
Conditions | Yield |
---|---|
In ethanol for 2h; Heating; | 93% |
dithiooxamide
bis(dithiooxamidate)dioxomolybdenum(VI)
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 15h; | 92% |
2-Bromo-1-(5-hexylthiophen-2-yl)ethanone
dithiooxamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere; | 91.6% |
Conditions | Yield |
---|---|
In toluene byproducts: CH4; under N2, to dithiooxamide dissolved or suspended in toluene added dropwise alkyl component (pure or dild. with toluene); elem. anal.; | 90% |
dithiooxamide
dithiooxamide ReOCl3 complex
Conditions | Yield |
---|---|
With HCl In acetic acid under N2 soln. of ligand in AcOH/HCl was added to soln. of Re compd. inthe same solvent; filtration, washing with AcOH/HCl followed by petrolem ether; drying invac. over NaOH; elem. anal.; | 90% |
dithiooxamide
triphenylphosphine
acetylenedicarboxylic acid diethyl ester
diethyl 2-[(2-amino-2-thioxoethanthioyl)amino]-3-(1,1,1-triphenyl-λ5-phosphanylidene)succinate
Conditions | Yield |
---|---|
In hexane; ethyl acetate at 20℃; for 1h; | 90% |
Conditions | Yield |
---|---|
In ethanol for 6h; Heating; | 89% |
In ethanol Hantzsch Thiazole Synthesis; Inert atmosphere; Schlenk technique; |
3-(α-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one
dithiooxamide
4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)thiazole-2-carbothioamide
Conditions | Yield |
---|---|
In ethanol for 0.166667h; Hantzsch reaction; Reflux; Microwave irradiation; | 88% |
dithiooxamide
N-(2-benzene-2,2-dichloroethylidene)-4-methylbenzenesulfonamide
N-[2,2-dichloro-1-(4-methylphenylsulfonylamino)-2-phenylethyl]ethanedithioamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 15h; | 88% |
2,3-Dichloro-1,4-naphthoquinone
dithiooxamide
dibenzo[b,i]thianthrene-5,7,12,14-tetraone
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 50℃; for 10h; | 88% |
2,3-Dichloro-1,4-naphthoquinone
dithiooxamide
2,2'-bis(naphtho<2,3-d>thiazole-4,9-dione)
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol for 2h; Heating; | 86% |
With triethylamine In N,N-dimethyl-formamide at 50℃; for 10h; | 57% |
Conditions | Yield |
---|---|
In ethanol 1.) 40 deg C, 2.) 5 h, RT; | 85% |
Conditions | Yield |
---|---|
In ethanol refluxed 1-2.5 h, 1:1 mol. ratio, concd.; washed (ethanol), dried in vac. over P2O5; elem.anal.; | 85% |
Conditions | Yield |
---|---|
In tetrahydrofuran; methanol byproducts: NaCH3COO, CH3OH; (N2); NaOCH3 in MeOH added to a soln. of Mo complex and ligand in THF, stirred at ambient temp. for 2 h; evapd. (vac.), extd. (CH2Cl2), filtered, concd. (vac.), pptd. (EtOH), washed (EtOH and hexanes), dried (vac.), dissolved in CH2Cl2, layered withhexanes, crystd. for 3 d; elem. anal.; | 85% |
N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide
dithiooxamide
N,N'-bis[2,2-dichloro-1-(4-chlorophenylsulfonylamino)-2-phenylethyl]ethanebis(thioamide)
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 15h; | 85% |
dithiooxamide
1-acetyl-1,2,3,4-tetrahydro-9H-carbazole
Conditions | Yield |
---|---|
With acetic acid for 0.0166667h; Microwave irradiation; Green chemistry; | 85% |
Conditions | Yield |
---|---|
In ethanol at 20℃; for 5h; Reflux; | 84% |
In ethanol |
Conditions | Yield |
---|---|
In propan-1-ol at 120℃; Schlenk technique; Inert atmosphere; | 83% |
1-(2,3,4,5,6-pentafluorophenyl)-2-bromo-1-ethanone
dithiooxamide
4,4'-bis(perfluorophenyl)-2,2'-bithiazole
Conditions | Yield |
---|---|
In ethanol Hantzsch Thiazole Synthesis; Reflux; | 83% |
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 81% |
In ethanol for 4h; Reflux; Inert atmosphere; | 80.8% |
In ethanol for 4h; Reflux; | |
In ethanol | |
In ethanol |
N-(2,2,2-trichloroethylidene)benzenesulfonamide
dithiooxamide
N-[2,2,2-trichloro-1-(phenylsulfonylamino)ethyl]ethanedithioamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90 - 100℃; for 12h; | 81% |
dithiooxamide
3,4-ethylenedioxythiophene-2-carboxaldehyde
2,5-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)thiazolo[5,4-d]thiazole
Conditions | Yield |
---|---|
Stage #1: dithiooxamide; 3,4-ethylenedioxythiophene-2-carboxaldehyde In nitrobenzene at 150℃; for 0.5h; Inert atmosphere; Microwave irradiation; Stage #2: With chloranil In tetrahydrofuran; nitrobenzene for 0.166667h; Reflux; Inert atmosphere; | 81% |
Molecular Formula:C2H4N2S2
Molecular Weight:120.20
EINECS:201-203-9
Density:1.523 g/cm3
Melting Point:>300 °C
Boiling Point:252.1 °C at 760 mmHg
Flash Point:106.2 °C
Solubility:negligible
Stability:Stable.
Dithiooxamide's Synonyms: DITHIOOXALAMIDE;DITHIOOXALIC DIAMIDE;DITHIOOXAMIDE;ETHANEDITHIOAMIDE;RUBEANE;RUBEAN-HYDROGEN;RUBEANIC ACID;dithiono-oxalicacidiamide
1. | orl-rat LDLo:500 mg/kg | NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),43. | ||
2. | orl-mus LD50:350 mg/kg | FATOAO Farmakologiya i Toksikologiya (Moscow). 28 (1965),230. | ||
3. | ipr-mus LD50:100 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . | ||
4. | ivn-mus LD50:56 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04475 . |
Poison by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Dithiooxamide's Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 36/37
WGK Germany 3
RTECS RP1575000
HS Code 29309070
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