5-FLUOROBENZO[D]OXAZOLE-2-THIOL Chemical Properties

Melting point:

238-240℃

Boiling point:

238.8±42.0 °C(Predicted)

Density 

1.51±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

form 

powder

pka

10.10±0.20(Predicted)

Appearance

Off-white to pink Solid

Sensitive 

Moisture & Light Sensitive

CAS DataBase Reference

13451-78-0

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-41

Safety Statements 

26-39-24/25

WGK Germany 

3

HS Code 

29349990

5-FLUOROBENZO[D]OXAZOLE-2-THIOL Usage And Synthesis

Synthesis

2-Amino-4-fluorophenol (10 g, 78.8 mmol), carbon disulfide (35 mL) and potassium hydroxide (5.3 g, 94.6 mmol) were mixed in ethanol (200 mL) and heated to reflux the reaction overnight. Upon completion of the reaction, the reaction mixture was concentrated to dryness and subsequently diluted with water. The diluted solution was neutralized with 1 M hydrochloric acid solution and then extracted several times with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and finally concentrated under vacuum to give 5-fluorobenzo[d]oxazole-2-thiol 9.3 g in 70% yield. The product was identified by 1H NMR (300MHz, DMSO-d6): δ7.51 (ddd, J=8.8,4.2,0.6Hz, 1H), 7.15-7.04 (m, 2H), 3.31 (brs, 1H). lC-MS (m/z): 170.2.

References

[1] Patent: WO2017/23941, 2017, A1. Location in patent: Page/Page column 50; 51
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 7, p. 913 - 923
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 16, p. 3015 - 3021
[4] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 10, p. 3515 - 3523
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 9, p. 3044 - 3049

5-FLUOROBENZO[D]OXAZOLE-2-THIOL(13451-78-0)Related Product Information

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