| Identification | Back Directory | [Name]
ethyl 4-amino-1,2,5-oxadiazole-3-carboxylate(SALTDATA: FREE) | [CAS]
17376-63-5 | [Synonyms]
4-amino-1,2,5-oxadiazole-3-carboxylic acid ethyl ester
1,2,5-Oxadiazole-3-carboxylic acid, 4-aMino-, ethyl ester
ethyl 4-amino-1,2,5-oxadiazole-3-carboxylate(SALTDATA: FREE) | [Molecular Formula]
C5H7N3O3 | [MDL Number]
MFCD00465050 | [MOL File]
17376-63-5.mol | [Molecular Weight]
157.13 |
| Chemical Properties | Back Directory | [Boiling point ]
268.0±43.0 °C(Predicted) | [density ]
1.362±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [pka]
-0.93±0.47(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H7N3O3/c1-2-10-5(9)3-4(6)8-11-7-3/h2H2,1H3,(H2,6,8) | [InChIKey]
JBXJNHVAOUVZML-UHFFFAOYSA-N | [SMILES]
O1N=C(N)C(C(OCC)=O)=N1 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of ethyl 4-amino-1,2,5-oxadiazole-3-carboxylate from 4-amino-1,2,5-oxadiazole-3-carboxylic acid was as follows: to a 2 mL solution of 4-amino-1,2,5-oxadiazole-3-carboxylic acid (0.25 g, 1.9 mmol) in ethanol (EtOH) was added drop-wise, under ice bath cooling, thionyl chloride (SOCl2. 0.2 mL). The reaction mixture was heated to reflux for 4 h and subsequently concentrated. The resulting oil was diluted with 50 mL of water (H2O) and extracted with ether (3 x 100 mL). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4) and concentrated to give a white solid product (0.15 g, 50% yield). The product was characterized by 1H NMR (DMSO-d6, 500 MHz): δ 6.39 (s, 2H), 4.39 (q, 2H), 1.35 (t, 3H). Mass spectrometry (FIA MS) showed the molecular ion peak m/z 158.1 ([M + H]+). | [References]
[1] Patent: WO2005/19190, 2005, A2. Location in patent: Page/Page column 55 |
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