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ChemicalBook--->CAS DataBase List--->80087-71-4

80087-71-4

80087-71-4 Structure

80087-71-4 Structure
IdentificationBack Directory
[Name]

6-FLUORO-BENZOTHIAZOLE-2-THIOL
[CAS]

80087-71-4
[Synonyms]

6-FLUORO-BENZOTHIAZOLE-2-THIOL
6-Fluorobenzo[d]thiazole-2-thiol
2-Mercapto-6-fluorobenzothiazole
2(3H)-Benzothiazolethione, 6-fluoro-
6-Fluorobenzo[d]thiazole-2(3H)-thione
6-Fluoro-2-sulphanyl-1,3-benzothiazole
6-fluoro-3H-1,3-benzothiazole-2-thione
2(3H)-Benzothiazolethione,6-fluoro-(9CI)
6-Fluoro-1,3-benzothiazole-2-thiol, 6-Fluoro-2-mercaptobenzo[d]thiazole
[Molecular Formula]

C7H4FNS2
[MDL Number]

MFCD00665747
[MOL File]

80087-71-4.mol
[Molecular Weight]

185.24
Chemical PropertiesBack Directory
[Melting point ]

225-227 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
[Boiling point ]

304.4±44.0 °C(Predicted)
[density ]

1.55±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

9.30±0.20(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2934208090
Hazard InformationBack Directory
[Synthesis]

Carbon disulfide

75-15-0

4-Fluoro-2-iodoaniline

61272-76-2

6-Fluoro-benzothiazole-2-thiol

80087-71-4

At room temperature and under the protection of argon, 2-iodo-4-fluoroaniline (2 mmol), carbon disulfide (10 mmol), sodium sulfide (4 mmol), and N,N-dimethylformamide (2 mL) were sequentially added to a 50 mL sealed reaction tube, and the air inside the reaction tube was replaced three times with argon. The reaction tube was sealed and placed in an oil bath at 110°C with electromagnetic stirring for 12 hours. The reaction process was monitored by thin layer chromatography (TLC, silica gel plate). Upon completion of the reaction, the reaction mixture was cooled to room temperature, 3 mol/L hydrochloric acid (2 mL) was added slowly and stirring was continued for 30 min. Subsequently, the reaction mixture was extracted with dichloromethane (3 x 20 mL), the organic phases were combined and dried with anhydrous magnesium sulfate. After the solvent was removed by concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate gradient elution) to afford the target compound 6-fluoro-2-mercaptobenzothiazole.

[References]

[1] Organic Letters, 2011, vol. 13, # 12, p. 3202 - 3205
[2] Synthetic Communications, 2017, vol. 47, # 20, p. 1916 - 1925
[3] Patent: CN104098529, 2016, B. Location in patent: Paragraph 0040-0041
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