Oxazole-2-amine Chemical Properties

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 Information

Hazard Codes 

Xi

Risk Statements 

34-36/37/38

Safety Statements 

26-36/37/39-45-24/25

RIDADR 

2735

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29349990

Oxazole-2-amine Usage And Synthesis

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

Oxazole-2-amine(4570-45-0)Related Product Information

• Triethanolamine
• Triallylamine
• Fenoxaprop-p-ethyl
• Acetaminophen
• Aminopyrine
• Oxazole
• Glucosamine
• Isoxazole
• Famoxadone
• Dibenzylamine
• Bis(2-ethylhexyl)amine
• Sulfamic acid
• Sulfamethoxazole
• Sulfisoxazole
• EC 2.6.1.2
• Zoxazolamine
• 5-PHENYL-OXAZOL-2-YLAMINE
• 2-HYDRAZINO-1,3-BENZOXAZOLE