2,1,3-BENZOTHIADIAZOL-5-AMINE Chemical Properties

Melting point:

112-115

Boiling point:

303.0±15.0 °C(Predicted)

Density 

1.485±0.06 g/cm3(Predicted)

storage temp. 

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

pka

1.75±0.47(Predicted)

Appearance

Yellow to brown Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2934999090

2,1,3-BENZOTHIADIAZOL-5-AMINE Usage And Synthesis

Uses

2,1,3-benzothiadiazol-5-amine is a useful research chemical, a benzothiadiazole derivative with pesticidal properties. An anti-viral and antibacterial agent.

Synthesis

5-Nitrobenzo[c][1,2,5]thiadiazole (Compound 16, 2 g, 11.04 mmol) was used as a raw material, which was dissolved in a mixed solvent of ethanol and water (2:1, 3 mL, v/v) with NH4Cl (2.34 g, 44.20 mmol). The reaction mixture was placed in an oil bath at 90°C and refluxed for 30 min. Subsequently, iron powder (2.47 g, 44.20 mmol) was added to the reaction system and the reaction continued to be stirred under reflux conditions for 3 hours. After the completion of the reaction was monitored by TLC, the hot reaction mixture was filtered and the residue was washed with ethanol. The filtrates were combined, neutralized with saturated NaHCO3 solution and then extracted with ethyl acetate. The organic phase was dried with anhydrous sodium sulfate and concentrated to give the target product 2,1,3-benzothiazol-5-amine (Compound 17, 1.5 g, 90.3% yield).

References

[1] Patent: CN108341791, 2018, A. Location in patent: Paragraph 0142; 0143; 0145
[2] Patent: US6420567, 2002, B1
[3] Zhurnal Obshchei Khimii, 1955, vol. 25, p. 199,209; engl. Ausg. S. 183, 190
[4] Zhurnal Obshchei Khimii, 1954, vol. 24, p. 133,134; engl. Ausg. S. 131
[5] Zhurnal Obshchei Khimii, 1958, vol. 28, p. 20,25; engl. Ausg. S. 20, 24

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