2-Amino-6-Iodobenzothiazole Chemical Properties

Boiling point:

389.8±34.0 °C(Predicted)

Density 

2.114±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

3.44±0.10(Predicted)

Appearance

Pale purple to light pink Solid

2-Amino-6-Iodobenzothiazole Usage And Synthesis

Synthesis

A mixture of 0.1 moles of p-iodoaniline and 0.1 moles of potassium thiocyanate (KCNS) in 100 mL of glacial acetic acid (AcOH) was cooled in an ice bath with continuous stirring for 10-20 minutes. Subsequently, 0.1 mol of bromine dissolved in glacial acetic acid was slowly added dropwise, with the rate of acceleration of the drop being controlled to ensure that the reaction temperature was always below 10 °C. The reaction mixture was continued to be stirred at room temperature for 2-4 hours. Upon completion of the reaction, the resulting hydrobromide (HBr) precipitate was separated by filtration, washed with glacial acetic acid and dried. The dried salt was dissolved in hot water and the pH was adjusted to 11.0 with aqueous ammonia solution (NH4OH), at which point the target product, 6-iodobenzo[d]thiazol-2-amine, precipitated. The precipitate was collected by filtration, washed with water and dried. The reaction process was monitored by thin layer chromatography (TLC) with the unfolding agent toluene: acetone (8:2, v/v).

References

[1] European Journal of Medicinal Chemistry, 2012, vol. 53, p. 41 - 51
[2] Heteroatom Chemistry, 2012, vol. 23, # 4, p. 399 - 410
[3] European Journal of Medicinal Chemistry, 2014, vol. 71, p. 24 - 30
[4] Medicinal Chemistry, 2013, vol. 9, # 4, p. 596 - 607
[5] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 23, p. 5561 - 5565

2-Amino-6-Iodobenzothiazole(16582-58-4)Related Product Information

• 2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE
• 6-Methoxypyrazinamine
• 6-FLUOROQUINOLIN-2-AMINE
• 6-BROMOBENZOXAZOLE
• ethyl 2-amino-6-chloroisonicotinate
• 2-amino-6-chloropyridine-4-carboxylic acid
• 2-Amino-6-chloro-3-pyridinecarboxaldehyde
• 2-Amino-6-trifluoromethylquinoxaline
• 2-AMINO-6-BROMOPYRIDO[2,3-D]PYRIMIDIN-4(3H)-ONE
• 2-Amino-benzothiazole-6-carbonitrile
• 2-Amino-6-methylpyrazine
• 2-Amino-5-chloropyridine-3-carboxylic acid
• ETHYL 2-AMINO-6-CHLOROBENZOATE
• 2-Amino-6-bromo-pyridine-3-carbaldehyde
• 6-bromo-3-methoxypyridin-2-amine
• 2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
• 2-Amino-6-Iodobenzothiazole
• 4-CHLORO-6-IODO-1,3-BENZOTHIAZOL-2-AMINE