| Identification | Back Directory | [Name]
2-CHLORO-5-FLUOROBENZOTHIAZOLE | [CAS]
154327-27-2 | [Synonyms]
2-CHLORO-5-FLUOROBENZOTHIAZOLE
2-Chloro-5-fluorobenzo[d]thiazole
Benzothiazole, 2-chloro-5-fluoro- | [Molecular Formula]
C7H3ClFNS | [MDL Number]
MFCD09749234 | [MOL File]
154327-27-2.mol | [Molecular Weight]
187.62 |
| Chemical Properties | Back Directory | [Boiling point ]
253.0±13.0 °C(Predicted) | [density ]
1.532±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
-0.36±0.10(Predicted) | [Appearance]
Off-white to light yellow Solid |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow solid | [Synthesis]
General procedure for the synthesis of 2-chloro-5-fluorobenzothiazole from 5-fluoro-2-mercaptobenzothiazole: Thionyl chloride (0.3 mL, 4.41 mmol) was slowly added dropwise to 5-fluoro-2-mercaptobenzothiazole (680 mg, 3.67 mmol). The reaction mixture was stirred at room temperature for 1 h. The reaction was then warmed up to 60 °C and continued for 40 min. Upon completion of the reaction, the reaction solution was cooled to room temperature, slowly poured into ice water and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The dried organic phases were concentrated under reduced pressure to afford the target product 2-chloro-5-fluorobenzothiazole (520 mg, 2.75 mmol, 75% yield).ESI-MS (M + 1): 187 (calculated value: C7H3ClFNS, 186). | [References]
[1] Patent: WO2011/143366, 2011, A1. Location in patent: Page/Page column 57
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 24, p. 7661 - 7670
[3] Patent: US2004/224997, 2004, A1. Location in patent: Page 32; 33
[4] Patent: WO2017/88759, 2017, A1. Location in patent: Paragraph 00233 |
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