5-METHYL-1,3,4-OXADIAZOL-2-YLAMINE Chemical Properties

Melting point:

185-186°C

Boiling point:

228.8±23.0 °C(Predicted)

Density 

1.283±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

-0.42±0.13(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C3H5N3O/c1-2-5-6-3(4)7-2/h1H3,(H2,4,6)

InChIKey

XPXWYVCQCNFIIJ-UHFFFAOYSA-N

SMILES

O1C(C)=NN=C1N

CAS DataBase Reference

52838-39-8(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2922390090

5-METHYL-1,3,4-OXADIAZOL-2-YLAMINE Usage And Synthesis

Uses

5-Methyl-1,3,4-oxadiazol-2-amine is used to study structure-activity relationships of endonuclease 1 inhibitors.

Synthesis

General procedure for the synthesis of 5-methyl-1,3,4-oxadiazol-2-amine from 2-acetylhydrazinecarboxamide: 1.17 g (9.99 mmol) of 2-acetylhydrazinecarboxamide was suspended in 23 mL of dimethoxyethane, and 1.68 g (10.96 mmol) of phosphorochloride was added. The reaction mixture was stirred at 70 °C for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. To the residue, 10 mL of water and 100 mL of ethyl acetate were added, followed by the addition of sodium carbonate to adjust the pH of the aqueous phase to 8. The mixed solution was extracted with ethyl acetate (100 mL x 2), and the organic layers were combined and dried over anhydrous sodium sulfate. The organic solvent was removed by distillation under reduced pressure to give 0.50 g of 5-methyl-1,3,4-oxadiazol-2-amine as a white solid.

References

[1] Patent: JP2017/25054, 2017, A. Location in patent: Paragraph 0230
[2] Patent: JP2018/76298, 2018, A. Location in patent: Paragraph 0201; 0202

5-METHYL-1,3,4-OXADIAZOL-2-YLAMINE(52838-39-8)Related Product Information

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