| Identification | More | [Name]
Oxazole-2-amine | [CAS]
4570-45-0 | [Synonyms]
1,3-OXAZOL-2-AMINE
2-AMINO-OXAZOLE
OXAZOL-2-YLAMINE
2-Amino-1,3-oxazole
2-AMINOXAZOLE
OXAZOLE-2-YLAMINE
Oxazole-2-amine | [Molecular Formula]
C3H4N2O | [MDL Number]
MFCD07364485 | [Molecular Weight]
84.08 | [MOL File]
4570-45-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
93-95℃ | [Boiling point ]
186.7±23.0 °C(Predicted) | [density ]
1.241±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO (Soluble), Ethyl Acetate (Slightly) | [form ]
Solid | [pka]
5.45±0.10(Predicted) | [color ]
Off-White to Pale Yellow | [λmax]
219nm(MeOH)(lit.) | [InChI]
InChI=1S/C3H4N2O/c4-3-5-1-2-6-3/h1-2H,(H2,4,5) | [InChIKey]
ACTKAGSPIFDCMF-UHFFFAOYSA-N | [SMILES]
O1C=CN=C1N | [CAS DataBase Reference]
4570-45-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R34:Causes burns. | [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) . | [RIDADR ]
2735 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
2-Aminooxazole is a chemical reagent used in the synthesis of novel inhibitors of the kinetoplastid Trypanosoma brucei. | [Synthesis]
Example 2: Preparation of 2-aminooxazole. To a tetrahydrofuran (THF, 60 mL) solution of cyanamide (19.8 mL, 50% w/w aqueous solution, 0.25 mol) was added a 24 mL aqueous solution of 2-hydroxyacetaldehyde (15 g, 0.25 mol). The reaction mixture was treated with 2 M aqueous sodium hydroxide (25.2 mL, 0.05 mol) at 0 °C. The mixture was slowly warmed to room temperature and stirred continuously for 24 hours. Upon completion of the reaction, the volatile solvent (THF) was removed by distillation under reduced pressure. The remaining aqueous solution was extracted with ethyl acetate (4 × 200 mL). The organic phases were combined, dried with anhydrous sodium sulfate, and subsequently concentrated under reduced pressure to give 14.968 g (71.3% yield) of white solid product. The product was characterized by 400 MHz 1H NMR (CDCl3): δ 7.13 (s, 1H), 6.74 (s, 1H), 5.26 (br.s, 2H). Elemental analysis calculated values (C3H4N2O): C 42.86%, H 4.80%, N 33.32%; measured values: C 43.01%, H 4.87%, N 33.11%. | [References]
[1] Patent: WO2007/123892, 2007, A2. Location in patent: Page/Page column 50
[2] Patent: WO2004/110990, 2004, A2. Location in patent: Page 37
[3] Patent: WO2006/44869, 2006, A1. Location in patent: Page/Page column 132
[4] Chemistry - A European Journal, 2013, vol. 19, # 14, p. 4586 - 4595
[5] Synthesis, 1976, p. 591 - 593 |
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