2-AMINO-5-FLUOROBENZOTHIAZOLE Chemical Properties

Melting point:

181°C

Boiling point:

312.0±34.0 °C(Predicted)

Density 

1.491

storage temp. 

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

solubility 

Soluble in methanol.

pka

3.81±0.10(Predicted)

Appearance

Off-white to light brown Solid

CAS DataBase Reference

20358-07-0

Safety Information

Risk Statements 

36/37/38-36/38

Safety Statements 

26-36/37/39-28

HS Code 

29342000

2-AMINO-5-FLUOROBENZOTHIAZOLE Usage And Synthesis

Chemical Properties

Powder

Uses

2-Amino-5-fluorobenzothiazole is used as organic chemical synthesis intermediate.

Synthesis

General procedure for the synthesis of 5-fluoro-2-aminobenzothiazole from 1-(3-fluorophenyl)-2-thiourea: 1-(3-fluorophenyl)-2-thiourea (270 mg, 1.59 mmol) was dissolved in dichloromethane (3 mL) at 0 °C. A solution of bromine (279 mg, 1.74 mmol) in dichloromethane (1 mL) was slowly added dropwise for 30 min at 10 °C or lower. Subsequently, the reaction mixture was refluxed for 3 hours. After completion of the reaction, the organic layer was dried with anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: dichloromethane/petroleum ether = 1:1) and dried with anhydrous magnesium sulfate to give the final 5-fluoro-2-aminobenzothiazole (183 mg, 68% yield).

References

[1] Patent: KR101659952, 2016, B1. Location in patent: Paragraph 0247; 0248; 0252
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 24, p. 8599 - 8607
[3] Journal of the Chemical Society [Section] C: Organic, 1969, p. 268 - 272
[4] Patent: US5356864, 1994, A
[5] Patent: WO2013/163244, 2013, A1. Location in patent: Paragraph 00212

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