2-Amino-4-fluorobenzenethiol

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2-Amino-4-fluorobenzenethiol Basic information
Product Name:2-Amino-4-fluorobenzenethiol
Synonyms:Benzenethiol, 2-aMino-4-fluoro-;2-amino-4-fluorobenzene-1-thiol;2-Amino-4-fluorobenzenethiol
CAS:131105-89-0
MF:C6H6FNS
MW:143.18
EINECS:
Product Categories:
Mol File:131105-89-0.mol
2-Amino-4-fluorobenzenethiol Structure
2-Amino-4-fluorobenzenethiol Chemical Properties
Boiling point 236.9±20.0 °C(Predicted)
density 1.319±0.06 g/cm3(Predicted)
pka7.39±0.11(Predicted)
Safety Information
MSDS Information
2-Amino-4-fluorobenzenethiol Usage And Synthesis
Synthesis
5-FLUORO-2-METHYLBENZOTHIAZOLE

399-75-7

2-AMINO-4-FLUOROBENZENETHIOL

131105-89-0

5-Fluoro-2-methylbenzo[d]thiazole (1 g, 5.98 mmol) was used as starting material and dissolved in ethylene glycol (5 mL). To this solution was added 8N NaOH aqueous solution (5 mL). The reaction mixture was stirred at 140°C for 3 h. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted to 6 with 1N HCl aqueous solution, followed by extraction with dichloromethane (DCM). The organic phases were combined, dried with anhydrous Na2SO4, filtered, and the solvent was concentrated under reduced pressure to give 2-amino-4-fluorophenyl mercaptan as a brown oil (0.8 g, 94.1% yield). The product was analyzed by liquid chromatography-mass spectrometry (LCMS): [M + 1] = 192.90; retention time (R) was 2.80 min.

References[1] Patent: WO2016/197078, 2016, A1. Location in patent: Paragraph 284; 285-286; 311; 318-319; 702-703; 725-726; 997
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 9, p. 3141 - 3152
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 11, p. 2229 - 2239
[4] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 2, p. 866 - 876
2-Amino-4-fluorobenzenethiol Preparation Products And Raw materials
Raw materials5-Fluoro-2-methylbenzothiazole-->2-Chloro-5-fluoronitrobenzene-->Water-->Ethylene glycol-->Benzothiazole-2-acetonitrile
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