5-(3-NITRO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE Chemical Properties

Melting point:

216-219 °C

Boiling point:

445.0±47.0 °C(Predicted)

Density 

1.535±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

1.91±0.10(Predicted)

Appearance

Off-white to light yellow Solid

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2934999090

5-(3-NITRO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE Usage And Synthesis

Synthesis

General methodology: In step 2, the Schiff base intermediate was dissolved in 1,4-dioxane, iodine and potassium carbonate were added, and the cyclization reaction was carried out at 80 °C. The reaction mixture was refluxed for 4 hours and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched by the addition of 5% sodium thiosulfate solution (20 mL). The target organic compound 5-(3-nitrophenyl)[1,3,4]thiadiazol-2-amine was extracted from the reaction mixture with ethyl acetate. The organic phase was collected and the solvent was removed by evaporation to give the target product 2-amino-1,3,4-thiadiazole derivative as a solid.

References

[1] Monatshefte fur Chemie, 2013, vol. 144, # 5, p. 681 - 686
[2] Bioorganic Chemistry, 2018, vol. 78, p. 201 - 209
[3] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 187,196
[4] Indian Journal of Chemistry, 1970, vol. 8, p. 509 - 513
[5] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 11, p. 3315 - 3320