Ethyl thiooxamate CAS#: 16982-21-1; ChemWhat Code: 55730
Identification
| Product Name | Ethyl thiooxamate |
| IUPAC Name | ethyl 2-amino-2-sulfanylideneacetate |
| Molecular Structure |  |
| CAS Registry Number | 16982-21-1 |
| EINECS Number | 605-564-7 |
| MDL Number | MFCD00074903 |
| Beilstein Registry Number | No data available |
| Synonyms | ethyl 2-amino-2-thioxoacetate, ethyl thiooxamate;CAS Number: 16982-21-1 |
| Molecular Formula | C4H7NO2S |
| Molecular Weight | 133.169 |
| InChI | InChI=1S/C4H7NO2S/c1-2-7-4(6)3(5)8/h2H2,1H3,(H2,5,8) |
| InChI Key | YMBMCMOZIGSBOA-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)C(=S)N |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US2013/45999 | SUBSTITUTED (THIAZOLYL-CARBONYL)IMIDAZOLIDINONES AND USE THEREOF | 2013 |
| WO2006/125805 | THIAZOLE DERIVATIVES AND USE THEREOF | 2006 |
| WO2003/99827 | 1-thia-3-aza-dibenzoazulenes as inhibitors of tumour necrosis factor production and intermediates for the preparation thereof | 2003 |
| US6359134 | SULFONAMIDE DERIVATIVES, THEIR PRODUCTION AND USE | 2002 |
Physical Data
| Appearance | Yellow crystalline power |
| Solubility | chloroform: soluble25mg/mL, clear to slightly hazy (colorless to orange) |
| Refractive index | 1.5480 (estimate) |
| Melting Point, °C | Solvent (Melting Point) |
| 60-62 | di-isopropyl ether |
| 60 – 63.5 | |
| 63 – 66 | |
| 64 – 65 | toluene |
| 58-60 | ethanol |
| Density, g·cm-3 | Type (Density) |
| 1.43 | crystallographic |
| Chromatographic data | Original string |
| HPLC (High performance liquid chromatography) | LC (Method C): 0.816 min |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts | 1H | chloroform-d1 | 400 |
| 1H | dimethylsulfoxide-d6 | ||
| Chemical shifts | 1H | CDCl3 | |
| Spin-spin coupling constants | CDCl3 | ||
| Chemical shifts | 13C | CDCl3 | |
| NMR |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) |
| Bands | KBr |
| Bands |
| Description (Mass Spectrometry) |
| LCMS (Liquid chromatography mass spectrometry), ESI (Electrospray ionisation), Spectrum |
| LCMS (Liquid chromatography mass spectrometry), ESI (Electrospray ionisation) |
| spectrum |
| Description (UV/VIS Spectroscopy) |
| Absorption maxima |
| Description (Raman Spectroscopy) |
| Bands |
Route of Synthesis (ROS)
| Conditions | Yield |
| With hydrogen sulfide; triethylamine In diethyl ether at 0 – 20℃; Inert atmosphere; Experimental Procedure 1 ethyl amino(thioxo)acetate To a solution of [(cyanocarbonyl)oxy]ethane (25 g, 0.25 mol) mixed with triethylamine (1 ml) in ether (200 ml) cooled to 0° C. was bubbled H2S for 2 hours. Resulting solution was stirred at RT overnight before charging with N2. 1N HCl (200 ml) was introduced and stirred for another 30 min. Extracted with ether and separated. Organic layer was washed with brine and dried over MgSO4. Filtered and evaporated to afford ethyl amino(thioxo)acetate 6 (32g , 95%) as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.37 (t, J=7.14 Hz, 3H) 4.34 (q, J=7.14 Hz, 2H) 7.49-8.43 (m, 2H), LC-MS (ESI): m/z 134 (M+H)+. | 95% |
| Stage #1: ethyl cyanoformate With hydrogen sulfide; triethylamine In diethyl ether at 0℃; for 2h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; water at 20℃; Inert atmosphere; | 95% |
| With hydrogen sulfide | 90% |
Safety and Hazards
| GHS Hazard Statements | Not Classified |
Other Data
| Transportation | No data available |
| Under the room temperature and away from light | |
| HS Code | 293090 |
| Storage | Under the room temperature and away from light |
| Shelf Life | 1 year |
| Market Price | USD |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 133.171 |
| logP | -0.104 |
| HBA | 3 |
| HBD | 1 |
| Matching Lipinski Rules | 4 |
| Veber rules component | |
| Polar Surface Area (PSA) | 84.41 |
| Rotatable Bond (RotB) | 3 |
| Matching Veber Rules | 2 |
| Use Pattern |
| Ethyl thiooxamate CAS#: 16982-21-1 is used as pharmaceutical intermediate. |
Buy Reagent | |
| No reagent supplier? | Send quick inquiry to ChemWhat |
| Want to be listed here as a reagent supplier? (Paid service) | Click here to contact ChemWhat |
Approved Manufacturers | |
| Caming Pharmaceutical Ltd | http://www.caming.com/ |
| Want to be listed as an approved manufacturer (Requires approvement)? | Please download and fill out this form and send back to approved-manufacturers@chemwhat.com |
Contact Us for Other Help | |
| Contact us for other information or services | Click here to contact ChemWhat |